- Titanocene(II)-promoted carbonyl cyclopropylidenation utilizing 1,1-dichlorocyclopropanes
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A variety of alkylidenecyclopropanes bearing various substituents on their cyclopropane ring were obtained by the titanocene(II)-promoted reaction of 1,1-dichlorocyclopropane derivatives with carbonyl compounds including esters and lactones.
- Shono, Tomohiro,Nagasawa, Takehiro,Tsubouchi, Akira,Takeda, Takeshi
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Read Online
- Modulating the rotation of a molecular rotor through hydrogen-bonding interactions between the rotator and stator
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Two molecular rotors were synthesized (see picture). An investigation of the rotator rotation based on the imaginary parts of the complex dielectric constant (ε′′) for each molecular rotor at various frequencies and temperatures revealed that the rotation
- Zhang, Qian-Chong,Wu, Fang-Ting,Hao, Hui-Min,Xu, Hang,Zhao, Hai-Xia,Long, La-Sheng,Huang, Rong-Bin,Zheng, Lan-Sun
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Read Online
- COMPOUND AND LUBRICANT COMPOSITION
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PROBLEM TO BE SOLVED: To provide a novel compound and a lubricant composition. SOLUTION: There is provided a compound which has a carbon number in the range of 25 or more and 45 or less, contains carbon and hydrogen and may contain oxygen, contains one or more unsaturated bonds, has a chain hydrocarbon group constituting the main chain, has 1 or more and 5 or less branched groups, has a cyclic hydrocarbon group at at least one terminal of the main chain and has 1 or more and 2 or less cyclic hydrocarbon groups as the branched group. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
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Paragraph 0031; 0032
(2020/06/04)
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- Hydrogenation of Ketones and Esters Catalyzed by Pd/C?SiO2
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Hydrogenation of unsaturated ketones and esters with molecular hydrogen on the 5%Pd/C?SiO2 heterogeneous catalyst has been studied. The reaction direction and yield are determined by the starting compounds structure. Hydrogenation of unsaturated ketones containing phenyl group at the double carbon–carbon atom is accompanied by the reduction of the ketone group into the alcohol one. Hydrogenation of unsaturated esters is accompanied by transesterification.
- Akchurin,Baibulatov,Dokichev
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p. 195 - 198
(2018/03/26)
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- Antimicrobial Activity of Monoketone Curcuminoids Against Cariogenic Bacteria
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We evaluated the antimicrobial activity of 25 monoketone curcuminoids (MKCs) against a representative panel of cariogenic bacteria in terms of their minimum inhibitory concentration (MIC) values. Curcumin A (10) displayed promising activity against Streptococcus mutans (MIC?=?50?μg/ml) and Streptococcus mitis (MIC?=?50?μg/ml) as well as moderate activity against S.?sanguinis (MIC?=?100?μg/ml), Lactobacillus casei (MIC?=?100?μg/ml), and Streptococcus salivarius (MIC?=?200?μg/ml). Results indicated higher activity of compound 10 than that of its bis-β-diketone analog. Additionally, compounds 3a (1,5-bis(4-methylphenyl)pentan-3-one) and 7b (1,5-bis(4-bromophenyl)pentan-3-ol) were moderately active against S.?mitis (MIC?=?100?μg/ml) and S.?salivarus (MIC?=?200?μg/ml).
- Vieira, Tatiana M.,dos Santos, Isabella A.,Silva, Thayná S.,Martins, Carlos H. G.,Crotti, Ant?nio E. M.
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- Investigation of the Deprotonative Generation and Borylation of Diamine-Ligated α-Lithiated Carbamates and Benzoates by in Situ IR spectroscopy
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Diamine-mediated α-deprotonation of O-alkyl carbamates or benzoates with alkyllithium reagents, trapping of the carbanion with organoboron compounds, and 1,2-metalate rearrangement of the resulting boronate complex are the primary steps by which organoboron compounds can be stereoselectively homologated. Although the final step can be easily monitored by 11B NMR spectroscopy, the first two steps, which are typically carried out at cryogenic temperatures, are less well understood owing to the requirement for specialized analytical techniques. Investigation of these steps by in situ IR spectroscopy has provided invaluable data for optimizing the homologation reactions of organoboron compounds. Although the deprotonation of benzoates in noncoordinating solvents is faster than that in ethereal solvents, the deprotonation of carbamates shows the opposite trend, a difference that has its origin in the propensity of carbamates to form inactive parasitic complexes with the diamine-ligated alkyllithium reagent. Borylation of bulky diamine-ligated lithiated species in toluene is extremely slow, owing to the requirement for initial complexation of the oxygen atoms of the diol ligand on boron with the lithium ion prior to boron-lithium exchange. However, ethereal solvent, or very small amounts of THF, facilitate precomplexation through initial displacement of the bulky diamines coordinated to the lithium ion. Comparison of the carbonyl stretching frequencies of boronates derived from pinacol boronic esters with those derived from trialkylboranes suggests that the displaced lithium ion is residing on the pinacol oxygen atoms and the benzoate/carbamate carbonyl group, respectively, explaining, at least in part, the faster 1,2-metalate rearrangements of boronates derived from the trialkylboranes.
- Mykura, Rory C.,Veth, Simon,Varela, Ana,Dewis, Lydia,Farndon, Joshua J.,Myers, Eddie L.,Aggarwal, Varinder K.
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supporting information
p. 14677 - 14686
(2018/11/20)
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- Manganese-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols under Phosphine-Free Conditions
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Manganese(I) complexes bearing a pyridyl-supported pyrazolyl-imidazolyl ligand efficiently catalyzed the direct β-alkylation of secondary alcohols with primary alcohols under phosphine-free conditions. The β-alkylated secondary alcohols were obtained in moderate to good yields with water formed as the byproduct through a borrowing hydrogen pathway. β-Alkylation of cholesterols was also effectively achieved. The present protocol provides a concise atom-economical method for C-C bond formation from primary and secondary alcohols.
- Liu, Tingting,Wang, Liandi,Wu, Kaikai,Yu, Zhengkun
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p. 7201 - 7207
(2018/07/21)
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- Tandem Cross Coupling Reaction of Alcohols for Sustainable Synthesis of β-Alkylated Secondary Alcohols and Flavan Derivatives
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A Ru(II) NHC complex (loading down to 0.001 mol%) catalyzed cross coupling of a broad range of aromatic, aliphatic and heterocyclic alcohols is reported. This protocol also functioned efficiently under solvent-free conditions. Remarkably, this catalytic system disclosed so far the highest TON of 288000 for the cross coupling of alcohols. Notably, this methodology was successfully applied for the one-pot synthesis of a range of flavan derivatives. A detailed DFT studies and kinetic experiments were performed to understand the reaction mechanism as well as the high reactivity of this catalytic system. (Figure presented.).
- Shee, Sujan,Paul, Bhaskar,Panja, Dibyajyoti,Roy, Bivas Chandra,Chakrabarti, Kaushik,Ganguli, Kasturi,Das, Ayan,Das, Gourab Kanti,Kundu, Sabuj
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supporting information
p. 3888 - 3893
(2017/10/07)
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- Ruthenium(III)-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols
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A Ru(III)-NNN complex bearing a pyridyl-supported pyrazolyl-imidazolyl ligand was synthesized and utilized as the catalyst for the direct β-alkylation of secondary alcohols with primary alcohols. β-Alkylated secondary alcohols were obtained in moderate to high yields with water formed as the byproduct through a hydrogen borrowing pathway. The present protocol provides a concise atom-economical and environmentally benign method for C-C bond formation.
- Wang, Qingfu,Wu, Kaikai,Yu, Zhengkun
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p. 1251 - 1256
(2016/06/01)
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- Bifunctional Ru(II) complex catalysed carbon-carbon bond formation: an eco-friendly hydrogen borrowing strategy
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The atom economical borrowing hydrogen methodology enables the use of alcohols as alkylating agents for selective C-C bond formation. A bifunctional 2-(2-pyridyl-2-ol)-1,10-phenanthroline (phenpy-OH) based Ru(ii) complex (2) was found to be a highly efficient catalyst for the one-pot β-alkylation of secondary alcohols with primary alcohols and double alkylation of cyclopentanol with different primary alcohols. Exploiting the metal-ligand cooperativity in complex 2, several aromatic, aliphatic and heteroatom substituted alcohols were selectively cross-coupled in high yields using significantly low catalyst loading (0.1 mol%). An outer-sphere mechanism is proposed for this system as exogenous PPh3 has no significant effect on the rate of the reaction. Notably, this is a rare one-pot strategy for β-alkylation of secondary alcohols using a bifunctional Ru(ii)-complex. Moreover, this atom-economical methodology displayed the highest cumulative turn over frequency (TOF) among all the reported transition metal complexes in cross coupling of alcohols.
- Chakrabarti, Kaushik,Paul, Bhaskar,Maji, Milan,Roy, Bivas Chandra,Shee, Sujan,Kundu, Sabuj
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p. 10988 - 10997
(2016/12/06)
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- Bifunctional RuII-Complex-Catalysed Tandem C?C Bond Formation: Efficient and Atom Economical Strategy for the Utilisation of Alcohols as Alkylating Agents
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Catalytic activities of a series of functional bipyridine-based RuIIcomplexes in β-alkylation of secondary alcohols using primary alcohols were investigated. Bifunctional RuIIcomplex (3 a) bearing 6,6’-dihydroxy-2,2’-bipyridine (6DHBP) ligand exhibited the highest catalytic activity for this reaction. Using significantly lower catalyst loading (0.1 mol %) dehydrogenative carbon?carbon bond formation between numerous aromatic, aliphatic and heteroatom substituted alcohols were achieved with high selectivity. Notably, for the synthesis of β-alkylated secondary alcohols this protocol is a rare one-pot strategy using a metal–ligand cooperative RuIIsystem. Remarkably, complex 3 a demonstrated the highest reactivity compared to all the reported transition metal complexes in this reaction.
- Roy, Bivas Chandra,Chakrabarti, Kaushik,Shee, Sujan,Paul, Subhadeep,Kundu, Sabuj
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supporting information
p. 18147 - 18155
(2016/12/16)
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- Regioselective Hydrohydroxyalkylation of Styrene with Primary Alcohols or Aldehydes via Ruthenium-Catalyzed C?C Bond Forming Transfer Hydrogenation
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Transfer hydrogenative coupling of styrene with primary alcohols using the precatalyst HClRu(CO)(PCy3)2modified by AgOTf or HBF4delivers branched or linear adducts from benzylic or aliphatic alcohols, respectively. Related
- Xiao, Hongde,Wang, Gang,Krische, Michael J.
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supporting information
p. 16119 - 16122
(2016/12/26)
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- Copper-Catalyzed Oxyboration of Unactivated Alkenes
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The first regiodivergent oxyboration of unactivated terminal alkenes is reported, using copper alkoxide as a catalyst, bis(pinacolato)diboron [(Bpin)2] as a boron source, and (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) as an oxygen source. The reaction is compatible with various functional groups. Two regioisomers are selectively produced by selecting the appropriate ligands on copper. The products may be used as a linchpin precursor for various other functionalizations, and net processes such as carbooxygenation, aminooxygenation, and dioxygenation of alkenes can be achieved after C-B bond transformations. Mechanistic studies indicate that the reaction involves the following steps: 1)Transmetalation between CuOtBu and (Bpin)2 to generate a borylcopper species; 2)regiodivergent borylcupration of alkenes; 3) oxidation of the thus-generated C-Cu bond to give an alkyl radical; 4)trapping of the resulting alkyl radical by TEMPO.
- Itoh, Taisuke,Matsueda, Takumi,Shimizu, Yohei,Kanai, Motomu
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p. 15955 - 15959
(2015/11/03)
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- Oxidation and β-Alkylation of Alcohols Catalysed by Iridium(I) Complexes with Functionalised N-Heterocyclic Carbene Ligands
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The borrowing hydrogen methodology allows for the use of alcohols as alkylating agents for C-C bond forming processes offering significant environmental benefits over traditional approaches. Iridium(I)-cyclooctadiene complexes having a NHC ligand with a O- or N-functionalised wingtip efficiently catalysed the oxidation and β-alkylation of secondary alcohols with primary alcohols in the presence of a base. The cationic complex [Ir(NCCH3)(cod)(MeIm(2- methoxybenzyl))][BF4] (cod=1,5-cyclooctadiene, MeIm=1-methylimidazolyl) having a rigid O-functionalised wingtip, shows the best catalyst performance in the dehydrogenation of benzyl alcohol in acetone, with an initial turnover frequency (TOF0) of 1283 h-1, and also in the β-alkylation of 2-propanol with butan-1-ol, which gives a conversion of 94 % in 10 h with a selectivity of 99 % for heptan-2-ol. We have investigated the full reaction mechanism including the dehydrogenation, the cross-aldol condensation and the hydrogenation step by DFT calculations. Interestingly, these studies revealed the participation of the iridium catalyst in the key step leading to the formation of the new C-C bond that involves the reaction of an O-bound enolate generated in the basic medium with the electrophilic aldehyde.
- Jiménez, M. Victoria,Fernández-Tornos, Javier,Modrego, F. Javier,Pérez-Torrente, Jesús J.,Oro, Luis A.
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supporting information
p. 17877 - 17889
(2015/12/08)
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- Ruthenium-catalyzed β-alkylation of secondary alcohols with primary alcohols
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The catalytic properties of a series of ruthenium complexes for β-alkylation of secondary alcohols with primary alcohols were studied. The catalytic activities of the ruthenium complexes were found to be dependent on the auxiliary ligands. The most active catalytic precursor found in this study is the ruthenium complex RuCl2(PPh3)2(2-NH2CH2Py) [2-NH2CH2Py = 2-aminomethyl pyridine], which effectively catalyzed the β-alkylation of both aryl- and alkyl-substituted secondary alcohols with benzylic and alkyl primary alcohols.
- Bai, Wei,Jia, Guochen
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p. 234 - 241
(2015/06/02)
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- Synthesis of hydroxyphthioceranic acid using a traceless lithiation-borylation-protodeboronation strategy
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In planning organic syntheses, disconnections are most often made adjacent to functional groups, which assist in C-C bond formation. For molecules devoid of obvious functional groups this approach presents a problem, and so functionalities must be installed temporarily and then removed. Here we present a traceless strategy for organic synthesis that uses a boronic ester as such a group in a one-pot lithiation-borylation-protodeboronation sequence. To realize this strategy, we developed a methodology for the protodeboronation of alkyl pinacol boronic esters that involves the formation of a boronate complex with a nucleophile followed by oxidation with Mn(OAc) 3 in the presence of the hydrogen-atom donor 4-tert-butylcatechol. Iterative lithiation-borylation- protodeboronation allows the coupling of smaller fragments to build-up long alkyl chains. We employed this strategy in the synthesis of hydroxyphthioceranic acid, a key component of the cell-wall lipid of the virulent Mycobacterium tuberculosis, in just 14 steps (longest linear sequence) with full stereocontrol.
- Rasappan, Ramesh,Aggarwal, Varinder K.
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p. 810 - 814
(2014/11/08)
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- An efficient and recyclable catalyst for N-Alkylation of amines and β-alkylation of secondary alcohols with primary alcohols: Sba-15 supported N-Heterocyclic carbene iridium complex
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A mesoporous silica (SBA-15)-supported pyrimidine-substituted N-heterocyclic carbene iridium complex was prepared and used as a catalyst for both environmentally friendly N-alkylation of amines and β-alkylation of secondary alcohols with primary alcohols. The structure of the supported iridium catalyst was characterized by Fourier transform infrared (FT-IR), 13C and 29Si solid-state nuclear magnetic resonance (NMR), small-angle X-ray scattering (SAXS), transmission electron microscopy (TEM), iridium K-edge X-ray absorption near-edge structure (XANES) and extended X-ray absorption fine structure (EXAFS) spectroscopic analyses which demonstrated that the coordination environment of the iridium centre and the 3-dimensional- hexagonal pore structure of SBA-15 were retained after the immobilization. The catalyst was found to be highly efficient for both kinds of reaction on a wide range of substrates under mild conditions. Moreover, the supported iridium catalyst was obviously superior to the unsupported one in the N-alkylation of aniline and β-alkylation of 1-phenylethanol with benzyl alcohol as substrate, which indicated that not only the iridium complex moiety but also the support material contributed to the catalytic activity of the supported iridium catalyst in these reactions. The supported iridium catalyst can be easily recycled by simple washing without chemical treatment, and exhibited excellent recycling performance without notable decrease in catalytic efficiency even after twelve test cycles for N-alkylation of aniline with benzyl alcohol, nine cycles for N-alkylation of different amines with different alcohols, and eight cycles for β-alkylation of 1-phenylethanol with benzyl alcohol, respectively. Copyright
- Wang, Dong,Guo, Xu-Qing,Wang, Chen-Xi,Wang, Ya-Nong,Zhong, Rui,Zhu, Xiao-Han,Cai, Li-Hua,Gao, Zi-Wei,Hou, Xiu-Feng
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p. 1117 - 1125
(2013/05/22)
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- HIGH REFRACTIVE INDEX POLYMER COMPOSITION FOR OPTHALMIC APPLICATIONS
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A monomer for a polymerisable composition is described, the monomer having the formula (I) wherein: R1 is —H or alkyl; Z- is —O—, —NH— or —NR—, where -R is optionally substituted alkyl or C5-10 aryl; Ar1 and —Ar2 /su
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Paragraph 0287; 0288; 0289; 0290; 0291; 0292
(2013/03/26)
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- Efficient iron-catalyzed direct β-alkylation of secondary alcohols with primary alcohols
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The efficient iron-catalyzed direct β-alkylation of secondary alcohols with primary alcohols is described. In the presence of the commercially available iron catalyst (ferrocenecarboxaldehyde, 1b) and a catalytic amount of base, the reactions give β-alkylated higher alcohols in high yields in the absence of any sacrificial agents (hydrogen acceptors or hydrogen donors) and nitrogen or phosphorus ligands. For the first time, iron is employed as an inexpensive and environmentally benign alternative with high atom efficiency to noble metal-based catalysts in this type of reaction. Copyright
- Yang, Jian,Liu, Xin,Meng, Da-Li,Chen, Hong-Yan,Zong, Zhi-Hui,Feng, Ting-Ting,Sun, Kai
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supporting information; experimental part
p. 328 - 334
(2012/04/04)
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- Carbon-carbon bond formation between secondary alcohols and aldehydes under ruthenium-catalyzed redox shuttle
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Secondary alcohols are coupled with aldehydes in dioxane in the presence of a catalytic amount of a ruthenium catalyst along with KOH to give coupled ketones or coupled secondary alcohols depending on the molar ratio of secondary alcohols to aldehydes and the presence (or absence) of a sacrificial hydrogen acceptor. Copyright
- Cho, Chan Sik,Kim, Bok Tae,Yoon, Nam Sik
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experimental part
p. 695 - 698
(2012/01/05)
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- Metal-free catalytic reduction of aldehydes, ketones, aldimines, and ketimines
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The metal-free combination of catalytic amounts of PPh3, B(C6F5)3, and PhSiH3 can efficiently hydrosilylate aldehydes, ketones, aldimines and ketimines to afford the corresponding reduction products in good yields.
- Matsuoka, Hiroaki,Kondo, Kazuhiro
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scheme or table
p. 1314 - 1317
(2011/10/08)
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- Cross-coupling reaction of alcohols for carbon-carbon bond formation using pincer-type NHC/palladium catalysts
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A cross-coupling reaction of different alcohols was achieved using a pincer-type NHC/PdBr complex as the catalyst precursor, and the reaction, under either Ar or H2 gas, displayed a broad substrate scope with respect to both primary and secondary alcohol components, with high alcohol product selectivity. The Royal Society of Chemistry 2010.
- Kose, Osamu,Saito, Susumu
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supporting information; experimental part
p. 896 - 900
(2010/06/20)
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- Iron-Catalyzed C(sp3)-C(sp3) bond formation through C(sp3)-H functionalization: a cross-coupling reaction of alcohols with alkenes
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Synthetic convenience: A wide range of substrates proved to be well tolerated by the novel title transformation. This protocol provides an economical and convenient strategy for the efficient access to structurally diverse secondary alcohols (see scheme).
- Zhang, Shu-Yu,Tu, Yong-Qiang,Fan, Chun-An,Zhang, Fu-Min,Shi, Lei
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supporting information; experimental part
p. 8761 - 8765
(2010/02/27)
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- N-linked sulfonamide of heterocyclic thioesters for vision and memory disorders
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This invention relates to pharmaceutical compositions and methods for treating a vision disorder, improving vision, treating memory impairment, or enhancing memory performance using N-linked sulfonamides of heterocyclic thioesters.
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- Regiospecific solvent-free transfer hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by a cationic ruthenium(II) compound
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[(PPh3)2Ru(CH3CN)3Cl][BPh4] has been found to catalyze the selective reduction of double bonds in α,β-unsaturated ketones with high conversions when formic acid is the hydrogen donor.
- Naskar, Sipra,Bhattacharjee, Manish
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p. 465 - 467
(2008/02/03)
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- Iterative stereospecific reagent-controlled homologation of pinacol boronates by enantioenriched α-chloroalkyllithium reagents
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Reaction of pinacol boronates with putative enantioenriched α-chloroalkyllithium species, generated in situ from homochiral α-chloroalkylsulfoxides by sulfoxide ligand exchange with t-BuLi in PhMe at -78 °C, gave chain-extended boronic ester products with generally excellent stereochemical fidelity. Iteration of this stereospecific reagent-controlled homologation (StReCH) process enabled the programmed synthesis of all four stereoisomers of a stereodiad-containing model system (4-benzyl-1,6-diphenylhexan-2-ol) with er ≥ 97:3 in all cases. Copyright
- Blakemore, Paul R.,Burge, Matthew S.
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p. 3068 - 3069
(2008/02/05)
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- Method and compounds for cancer treatment utilizing NFkB as a direct or ultimate target for small molecule inhibitors
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A method is described for cancer treatment through NFκB inhibition. NFκB is a direct or ultimate target for small molecule inhibitors. These small molecule inhibitors are aimed at suppression of NFκB directly or by indirect suppression of IKK, SFK kinases, or other upstream kinases. The present invention includes small molecule inhibitors comprising three, five, and seven carbon unsaturated spacers having one or two carbonyls, flanked by substituted aryl rings. The small molecule inhibitors can be symmetrical or unsymmetrical.
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Page/Page column 4; sheet 3
(2008/06/13)
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- Anti-oxidant activities of curcumin and related enones
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The natural product curcumin (diferuloylmethane, 1,7-bis(4-hydroxy-3- methoxyphenyl)-1,6-heptadiene-3,5-dione), obtained from the spice turmeric, exhibits numerous biological activities including anti-cancer, anti-inflammatory, and anti-angiogenesis activities. Some of these biological activities may derive from its anti-oxidant properties. There are conflicting reports concerning the structural/electronic basis of the anti-oxidant activity of curcumin. Curcumin is a symmetrical diphenolic dienone. A series of enone analogues of curcumin were synthesized that included: (1) curcumin analogues that retained the 7-carbon spacer between the aryl rings; (2) curcumin analogues with a 5-carbon spacer; and (3) curcumin analogues with a 3-carbon spacer (chalcones). These series included members that retained or were devoid of phenolic groups. Anti-oxidant activities were determined by the TRAP assay and the FRAP assay. Most of the analogues with anti-oxidant activity retained the phenolic ring substituents similar to curcumin. However, a number of analogues devoid of phenolic substituents were also active; these non-phenolic analogues are capable of forming stable tertiary carbon-centered radicals.
- Weber, Waylon M.,Hunsaker, Lucy A.,Abcouwer, Steve F.,Deck, Lorraine M.,Vander Jagt, David L.
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p. 3811 - 3820
(2007/10/03)
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- An Efficient Direct α-Alkylation of Ketones with Primary Alcohols Catalyzed by [Ir(cod)CI]2/PPh3/KOH System without Solvent
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α-Alkylation of ketones was successfully achieved by the reaction of ketones with alcohols catalyzed by iridium complexes in the presence of a small amount of base. For example, 2-octanone was allowed to react with butanol under the influence of [Ir(cod)Cl]2/PPh3/KOH to give 6-dodecanone in good yield. The reaction was found to proceed by using a 1:1 mixture of ketone and alcohol without use of any solvent. Copyright
- Taguchi, Kazuhiko,Nakagawa, Hideto,Hirabayashi, Tomotaka,Sakaguchi, Satoshi,Ishii, Yasutaka
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- Preparation and regioselective SN2′ reaction of novel gem-difluorinated vinyloxiranes with RLi
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A series of hitherto unknown 3,4-epoxy-1,1-difluorobutenes were prepared from the readily accessible α,β-epoxy ketones and these compounds were found to undergo regioselective SN2′ reactions with hard RLi nucleophiles occurring at the highly positively charged terminal fluorine-possessing sp2 carbon atom in quite sharp contrast to the cases of the corresponding nonfluorinated vinyloxiranes which only attained a low level of regioselectivity. Addition of HMPA substantially improved the products' olefinic stereoselectivity. Theoretical calculations were used to qualitatively explore the nature of selectivity in these reactions.
- Ueki, Hisanori,Chiba, Takashi,Yamazaki, Takashi,Kitazume, Tomoya
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p. 7616 - 7627
(2007/10/03)
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- Method for treating nerve injury caused as a result of surgery
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The present invention relates generally to methods for treating or preventing nerve injury in a warm-blooded animal caused as a consequence of surgery by administering neurotrophic compounds described below. The invention relates more specifically to methods for treating or preventing nerve injury caused as a consequence of prostate surgery as well as erectile dysfunction.
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- Rotamase enzyme activity inhibitors
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This invention relates to methods of using neurotrophic compounds having an affinity for FKBP-type immunophilins to stimulate or promote neuronal growth or regeneration and to prevent neuronal degeneration.
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- Rotamase enzyme activity inhibitors
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This invention relates to methods of using neurotrophic compounds having an affinity for FKBP-type immunophilins to stimulate or promote neuronal growth or regeneration and to prevent neuronal degeneration.
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- N-oxide of heterocyclic ester, amide, thioester, or ketone hair growth compositions and uses
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This invention relates to pharmaceutical compositions and methods for treating alopecia and promoting hair growth using an N-oxide of a heterocyclic ester, amide, thioester, or ketone.
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- N-oxide of heterocyclic ester, amide, thioester, or ketone hair growth compositions and uses
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This invention relates to pharmaceutical compositions and methods for treating alopecia and promoting hair growth using an N-oxide of a heterocyclic ester, amide, thioester, or ketone.
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- Small molecule sulfonamides for vision and memory disorders
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This invention relates to pharmaceutical compositions and methods for treating a vision disorder, improving vision, treating memory impairment, or enhancing memory performance in an animal using small molecule sulfonamides.
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- N-linked sulfonamide of heterocyclic thioester hair growth compounds and uses
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This invention relates to pharmaceutical compositions and methods for treating alopecia and promoting hair growth using N-linked sulfonamides of heterocyclic thioesters.
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- Method of using neurotrophic sulfonamide compounds
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This invention relates to a method of using neurotrophic low molecular weight, small molecule sulfonamide compounds having an affinity for FKBP-type immunophilins, as inhibitors of the enzyme activity associated with immunophilin proteins, particularly peptidyl-prolyl isomerase, or rotamase, enzyme activity.
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- Phase Transfer-Catalyzed Reactions between Polysulfide Anions and α,β-Unsaturated Carbonyl Compounds
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Ammonium polysulfide reacts with α,β-unsaturated ketones and aldehydes under PTC (phase transfer catalysis) conditions in a rather different manner than it does in homogeneous systems. 1,3-Diphenyl-2-propen-1-one (chalcone, 1) and 4-phenyl-3-buten-2-one (
- Krein, Eitan B.,Aizenshtat, Zeev
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p. 6103 - 6108
(2007/10/02)
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