- Continuous-flow stereoselective reduction of prochiral ketones in a whole cell bioreactor with natural deep eutectic solvents
-
Immobilized whole cells of Rhodotorula rubra MIM147 were used in a packed bed flow reactor for the enantioselective reduction of β-ketonitriles and for the efficient production of a key building block for the synthesis of the antidepressant drug duloxetin
- Annunziata, Francesca,Conti, Paola,Gandolfi, Raffaella,Guaglio, Alessandra,Tamborini, Lucia
-
p. 950 - 956
(2022/02/02)
-
- Halohydrin dehalogenase-catalysed synthesis of fluorinated aromatic chiral building blocks
-
Kinetic resolution of a series of fluorinated styrene oxide derivatives was studied using halohydrin dehalogenase. A mutant HheC-W249P catalysed nucleophilic ring-opening with azide and cyanide ions with excellent enantioselectivity (E-values up to >200), which gives access to various enantiopure β-substituted alcohols and epoxides. It was found that the enzyme tolerates substrates in concentrations over 50 mM. However, different side reactions were observed at elevated concentrations and with prolonged reaction time. The biocatalytic azidolysis and cyanolysis of racemic 4-trifluoromethylstyrene oxide were performed on preparative scale, affording (R)-2-azido-1-(4-trifluoromethyl-phenyl)-ethanol in 38% yield and 97% ee, and (S)-3-hydroxy-3-(4-trifluoromethyl-phenyl)-propionitrile in 30% yield and 98% ee.
- Dokli, Irena,Mil?i?, Nevena,Marin, Petra,Mikleni?, Marina Svetec,Sudar, Martina,Tang, Lixia,Bla?evi?, Zvjezdana Findrik,Elenkov, Maja Majeri?
-
-
- Novel Thienopyrimidones
-
This invention relates to thienopyrimidinones and their use as inhibitors of TRPA1 activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of fibrotic diseases, inflammatory and auto-immune diseases and CNS-related diseases.
- -
-
Paragraph 0117-0121; 0122
(2021/04/17)
-
- Direct Catalytic Asymmetric Addition of Alkylnitriles to Aldehydes with Designed Nickel–Carbene Complexes
-
A direct catalytic asymmetric addition of acetonitrile to aldehydes that realizes over 90 % ee is the ultimate challenge in alkylnitrile addition chemistry. Herein, we report achieving high enantioselectivity by the strategic use of a sterically demanding NiII pincer carbene complex, which afforded highly enantioenriched β-hydroxynitriles. This highly atom-economical process paves the way for exploiting inexpensive acetonitrile as a promising C2 building block in a practical synthetic toolbox for asymmetric catalysis.
- Saito, Akira,Adachi, Shinya,Kumagai, Naoya,Shibasaki, Masakatsu
-
supporting information
p. 8739 - 8743
(2021/03/16)
-
- Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations
-
A cascade process for the straightforward one-pot conversion of β-ketonitriles into β-hydroxyamides is presented. The process, that proceeds in water employing the arene-ruthenium(II) complex [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] as catalyst in combination with sodium formate, involves the initial hydration of the β-ketonitrile substrates to generate the corresponding β-ketoamide intermediates, which subsequently undergo the transfer hydrogenation (TH) of the carbonyl group. Employing a family of forty different β-ketonitriles, featuring diverse substitution patterns, the scope and limitations of the process have been established.
- González-Fernández, Rebeca,Crochet, Pascale,Cadierno, Victorio
-
-
- Iridium-catalyzed efficient reduction of ketones in water with formic acid as a hydride donor at low catalyst loading
-
A highly efficient and chemoselective transfer hydrogenation of ketones in water has been successfully achieved with our newly developed catalyst. Simple ketones, as well as α- or β-functionalized ketones, are readily reduced. Formic acid is used as a traceless hydride source. At very low catalyst loading (S/C = 10:000 in most cases; S/C = 50:000 or 100:000 in some cases), the iridium catalyst is impressively efficient at reducing ketones in good to excellent yields. The TOF value can be as high as up to 26:000 mol mol-1 h-1. A variety of functional groups are well tolerated, for example, heteroaryl, aryloxy, alkyloxy, halogen, cyano, nitro, ester, especially acidic methylene, phenol and carboxylic acid groups.
- Liu, Ji-Tian,Yang, Shiyi,Tang, Weiping,Yang, Zhanhui,Xu, Jiaxi
-
supporting information
p. 2118 - 2124
(2018/05/24)
-
- Preparation of enantiomerically enriched aromatic β-hydroxynitriles and halohydrins by ketone reduction with recombinant ketoreductase KRED1-Pglu
-
A NADPH-dependent benzil reductase (KRED1-Pglu) was used as recombinant enzyme for catalysing the reduction of different functionalised ketones. The reactions were carried out in the presence of a catalytic amount of NADP+and an enzyme-coupled transformation (oxidation of glucose catalysed by glucose dehydrogenase), for regenerating the cofactor and thus driving the reaction to completion. KRED1-Pglu showed remarkable versatility, being able to reduce different β-ketonitriles and α-haloketones at different pHs; notably, depending on the nature of the substrate, KRED1-Pglu can be used for efficient and clean enzymatic reduction, avoiding side-reactions due to the pH of the medium. The reduction generally occurred with high enantioselectivity, allowing the preparation of enantiomerically enriched β-hydroxynitriles and halohydrins in high yields; the stereochemical outcome of the reduction followed in all the cases the so-called Prelog's rule.
- Contente, Martina L.,Serra, Immacolata,Molinari, Francesco,Gandolfi, Raffaella,Pinto, Andrea,Romano, Diego
-
p. 3974 - 3979
(2016/07/06)
-
- Efficient methodology to produce a duloxetine precursor using whole cells of Rhodotorula rubra
-
Different types of yeasts were employed as biocatalysts in the reduction of β-ketonitriles. The red microorganism, Rhodotorula rubra, was selected as the best performing catalyst in the reduction of different substituted ketonitriles giving total stereoselectivity in most cases (90-99% ee). In particular, its use as fresh and lyophilised cells was expanded to a semi-preparative scale for the production of the duloxetine precursor 1a. R. rubra was screened in the reduction of alkylation products in comparison with Pichia henricii for assignment of configuration of products 2a and 11a after derivatisation with S-MPA.
- Rimoldi, Isabella,Facchetti, Giorgio,Nava, Donatella,Contente, Martina Letizia,Gandolfi, Raffella
-
p. 389 - 396
(2016/05/19)
-
- Ruthenium-Catalyzed Synthesis of β-Hydroxyamides from β-Ketonitriles in Water
-
An unprecedented hydration/transfer hydrogenation tandem process for the catalytic conversion of β-ketonitriles into synthetically useful β-hydroxyamides in water has been developed, making use of the ruthenium(II) complex [RuCl2(η6-
- González-Fernández, Rebeca,Crochet, Pascale,Cadierno, Victorio
-
supporting information
p. 6164 - 6167
(2016/12/09)
-
- Substrate evaluation of rhodococcus erythropolis SET1, a nitrile hydrolysing bacterium, demonstrating dual activity strongly dependent on nitrile sub-structure
-
Assessment of Rhodococcus erythropolis SET1, a novel nitrile hydrolysing bacterial isolate, has been undertaken with 34 nitriles, 33 chiral and 1 prochiral. These substrates consist primarily of β-hydroxy nitriles with varying alkyl and aryl groups at the β position and containing in several compounds different substituents α to the nitrile. In the case of β-hydroxy nitriles without substitution at the α position, acids were the major products obtained, along with recovered nitrile after biotransformation, as a result of suspected nitrilase activity of the isolate. Unexpectedly, amides were found to be the major hydrolysis product when the β-hydroxy nitriles possessed a vinyl group at this position. To probe this behaviour further, additional related substrates were evaluated containing electron-withdrawing groups at the α position, and amide was also observed upon biotransformation in the presence of SET1. Therefore this novel isolate has also demonstrated NHase activity with nitriles that appears to be substrate-dependent.
- Coady, Tracey M.,Coffey, Lee V.,O'Reilly, Catherine,Lennon, Claire M.
-
supporting information
p. 1108 - 1116
(2015/02/19)
-
- Imidazolium-based organoiridium-functionalized periodic mesoporous organosilica boosts enantioselective reduction of α-cyanoacetophenones, α-nitroacetophenones, and β-ketoesters
-
An imidazolium-based, organoiridium-functionalized periodic mesoporous organosilica is developed through complexation of chiral pentafluorophenylsulfonyl-1,2-diphenylethylenediamine and organoiridiumfunctionalized periodic mesoporous organosilica. Structural analyses and characterizations of catalyst reveal well-defined single-site iridium active species within its organosilicate network. Electron microscopy confirms a highly ordered dimensional-hexagonal mesostructure. This bifunctional heterogeneous catalyst displays excellent catalytic performance in the enantioselective reduction of α-cyano and α-nitroacetophenones. As expected, incorporation of imidazolium-functionality within hydrophobic periodic mesoporous organosilica promotes catalytic activity and enantioselectivity. In addition, this heterogeneous catalyst can be recovered and reused for at least eight times without loss of its catalytic activity. Furthermore, the approach described here can also construct another organoiridium-functionalized periodic mesoporous organosilica through postcoordination of chiral methylsulfonyl-1,2-diphenylethylenediamine, which provides excellent catalytic activity and enantioselectivity in the enantioselective reduction of β-ketoesters. The method presented here offers a potential way for immobilizing various chiral ligands to construct chiral organometal-functionalized periodic mesoporous organosilicas.
- Deng, Boxin,Xiao, Wei,Li, Cuibao,Zhou, Feng,Xia, Xuelin,Cheng, Tanyu,Liu, Guohua
-
-
- Imidazolium-based organoiridium-functionalized periodic mesoporous organosilica boosts enantioselective reduction of α-cyanoacetophenones, α-nitroacetophenones, and β-ketoesters
-
An imidazolium-based, organoiridium-functionalized periodic mesoporous organosilica is developed through complexation of chiral pentafluorophenylsulfonyl-1,2-diphenylethylenediamine and organoiridium-functionalized periodic mesoporous organosilica. Structural analyses and characterizations of catalyst reveal well-defined single-site iridium active species within its organosilicate network. Electron microscopy confirms a highly ordered dimensional-hexagonal mesostructure. This bifunctional heterogeneous catalyst displays excellent catalytic performance in the enantioselective reduction of α-cyano and α-nitroacetophenones. As expected, incorporation of imidazolium-functionality within hydrophobic periodic mesoporous organosilica promotes catalytic activity and enantioselectivity. In addition, this heterogeneous catalyst can be recovered and reused for at least eight times without loss of its catalytic activity. Furthermore, the approach described here can also construct another organoiridium-functionalized periodic mesoporous organosilica through postcoordination of chiral methylsulfonyl-1,2-diphenylethylenediamine, which provides excellent catalytic activity and enantioselectivity in the enantioselective reduction of β-ketoesters. The method presented here offers a potential way for immobilizing various chiral ligands to construct chiral organometal-functionalized periodic mesoporous organosilicas.
- Deng, Boxin,Xiao, Wei,Li, Cuibao,Zhou, Feng,Xia, Xuelin,Cheng, Tanyu,Liu, Guohua
-
-
- Facile construction of functionalized periodic mesoporous organosilica for Ir-catalyzed enantioselective reduction of α-cyanoacetophenones and α-nitroacetophenones
-
A facile method to construct chiral organoiridium-functionalized periodic mesoporous organosilica is developed. The heterogeneous catalyst displays excellent catalytic efficiency in the enantioselective reduction of α-cyanoacetophenones and α-nitroacetoph
- Chen, Chen,Kong, Lingyu,Cheng, Tanyu,Jin, Ronghua,Liu, Guohua
-
supporting information
p. 10891 - 10893
(2014/10/15)
-
- Zinc-mediated addition of bromoacetonitrile to carbonyl compounds under solvent-free conditions
-
Zinc mediated addition reaction of bromoacetonitrile with aryl aldehydes and ketones produces β-hydroxynitriles under solvent-free conditions. The valuable feature of the methodology are solvent-free and catalyst-free conditions and short reaction times (5 min).
- Zhang, Yumei,Du, Xi,An, Bin
-
-
- Versatile iridicycle catalysts for highly efficient and chemoselective transfer hydrogenation of carbonyl compounds in water
-
Cyclometalated iridium complexes are shown to be highly efficient and chemoselective catalysts for the transfer hydrogenation of a wide range of carbonyl groups with formic acid in water. Examples include α-substituted ketones (α-ether, α-halo, α-hydroxy, α-amino, α-nitrile or α-ester), α-keto esters, β-keto esters and α,β-unsaturated aldehydes. The reduction was carried out at substrate/catalyst ratios of up to 50000 at pH 4.5 and required no organic solvent. The protocol provides a practical, easy and efficient way for the synthesis of β-functionalised secondary alcohols, such as β-hydroxyethers, β-hydroxyamines and β-hydroxyhalo compounds, which are valuable intermediates in pharmaceutical, fine chemical, perfume and agrochemical synthesis. Water wonder: Iridicycle catalysts are versatile and allow the highly efficient and chemoselective transfer hydrogenation of a variety of carbonyl compounds, including problematic and challenging ones, with formate in neat water (see scheme).
- Talwar, Dinesh,Wu, Xiaofeng,Saidi, Ourida,Salguero, Noemí Poyatos,Xiao, Jianliang
-
supporting information
p. 12835 - 12842
(2015/03/30)
-
- Enantioselective reduction of α-Cyano and α-Nitro substituted acetophenones promoted by a bifunctional mesoporous silica
-
Pores that put your reaction in a spin! A recoverable mesoporous silica exhibits excellent catalytic activity and enhanced enantioselectivity for the reduction of α-cyano and α-cyanoacetophenones that ascribes the synergistic effect of its phase-transfer
- Deng, Boxin,Cheng, Tanyu,Wu, Meng,Wang, Jinyu,Liu, Guohua
-
p. 2856 - 2860
(2013/10/21)
-
- A robust nickel catalyst for cyanomethylation of aldehydes: Activation of acetonitrile under base-free conditions
-
Nick of time: The nickel cyanomethyl complex 1 catalyzes the room temperature coupling of aldehydes with acetonitrile under base-free conditions. The catalytic system is long-lived and remarkably efficient with high turnover numbers (TONs) and turnover fr
- Chakraborty, Sumit,Patel, Yogi J.,Krause, Jeanette A.,Guan, Hairong
-
supporting information
p. 7523 - 7526
(2013/07/26)
-
- N-Heterocyclic carbene-catalyzed cyanomethylation of aldehydes with TMSAN
-
N-Heterocyclic carbenes (NHCs) have been served as efficient catalysts for cyanomethylation of carbonyl compounds. In the presence of 5 mol % NHC, various aldehydes and 2,2,2-trifluoroacetophenone reacted with trimethylsilylacetonitrile (TMSAN) to give β-hydroxynitriles in moderate to high yields.
- Fan, Ye-Cheng,Du, Guang-Fen,Sun, Wan-Fu,Kang, Wei,He, Lin
-
supporting information; experimental part
p. 2231 - 2233
(2012/05/20)
-
- Metal or ammonium alginates as Lewis base catalysts for the 1,2-addition of silyl nucleophiles to carbonyl compounds
-
Several metal (Na+, Ca2+) or ammonium (n-Bu 4N+) derivatives of alginic acid, an abundant bio-polymer obtained from the cell walls of brown algae, were synthesized. Their potential to act as organocatalysts to catalyze the 1,2-addition of various silyl derivatives to carbonyl compounds was evaluated for the first time. Ammonium alginate 1h is able to promote the reaction in modest to good isolated yields (up to 98%) affording access to a large range of substrates (β-cyano alcohols or ester, β-substituted methylacrylate or acrylonitrile, and cyanohydrin) by using only 5 mol % of catalyst.
- Verrier, Cécile,Oudeyer, Sylvain,Dez, Isabelle,Levacher, Vincent
-
supporting information; experimental part
p. 1958 - 1960
(2012/05/19)
-
- Biocatalytic strategy toward asymmetric β-hydroxy nitriles and γ-amino alcohols
-
A library of 20 bakers' yeast reductases, that are overexpressed in Escherichia coli, were screened against a variety of β-keto nitriles. Enzymes from the aldose reductase and the short chain dehydrogenase family displayed activity toward these substrates. All of the seven substrates were reduced with high enantioselectivities and in some cases both antipodes could be synthesized in high ees. These whole-cell reactions afforded gram quantities of asymmetric compounds that could ultimately lead to scaleable and simple synthesis to new drug analogs of serotonin reuptake inhibitors and β-adrenergic blocking agents.
- Nowill, Randall W.,Patel, Trisha J.,Beasley, David L.,Alvarez, Jose A.,Jackson III, Elizah,Hizer, Todd J.,Ghiviriga, Ion,Mateer, Scott C.,Feske, Brent D.
-
p. 2440 - 2442
(2011/05/16)
-
- Iridium diamine catalyst for the asymmetric transfer hydrogenation of ketones
-
A simple and very efficient chiral aqua iridium(III) diamine complex leads to excellent enantioselectivities in the asymmetric transfer hydrogenation of various α-cyano and α-nitro ketones. The catalyst provides the ortho-substituted aromatic alcohols with especially high ee values. The diamine ligands can be used directly as chiral ligands; conversion into the corresponding sulfamide is not necessary.
- Vazquez-Villa, Henar,Reber, Stefan,Ariger, Martin A.,Carreira, Erick M.
-
supporting information; experimental part
p. 8979 - 8981
(2011/11/30)
-
- Transfer hydrogenation in water: Enantioselective, catalytic reduction of α-cyano and α-nitro substituted acetophenones
-
Catalytic reduction of α-substituted acetophenones under conditions involving asymmetric transfer hydrogenation in water is described. The reaction is conducted in water and open to air, and formic acid is used as reductant.
- Soltani, Omid,Ariger, Martin A.,Vazquez-Villa, Henar,Carreira, Erick M.
-
supporting information; experimental part
p. 2893 - 2895
(2010/09/09)
-
- GAMMA SECRETASE MODULATORS
-
In its many embodiments, the present invention provides a novel class of heterocyclic compounds of the formula: as modulators of gamma secretase, methods of preparing such compounds, pharmaceutical compositions containing one or more such compounds, methods of preparing pharmaceutical formulations comprising one or more such compounds, and methods of treatment, prevention, inhibition, or amelioration of one or more diseases associated with the central nervous system using such compounds or pharmaceutical compositions.
- -
-
Page/Page column 350-351
(2010/06/15)
-
- Asymmetric synthesis of both antipodes of β-hydroxy nitriles and β-Hydroxy carboxylic acids via enzymatic reduction or sequential reduction/hydrolysis
-
Use of isolated carbonyl reductases in the reduction of aromatic β-ketonitriles have completely eliminated the competing α-ethylation, which is often observed with whole cell biocatalysts. By choosing suitable recombinant carbonyl reductase, the reduction
- Ankati, Haribabu,Zhu, Dunming,Yang, Yan,Biehl, Edward R.,Hua, Ling
-
supporting information; experimental part
p. 1658 - 1662
(2009/08/08)
-
- CHIRAL IRIDIUM AQUA COMPLEX AND METHOD FOR PRODUCING OPTICALLY ACTIVE HYDROXY COMPOUND BY USING THE SAME
-
The present invention provides a novel chiral iridium aqua complex used for asymmetric transfer hydrogenation. The present invention relates to chiral iridium aqua complex represented by the formula (1): wherein R1 and R2 are the sam
- -
-
Page/Page column 23; 24
(2009/12/07)
-
- RhI-catalyzed aldol-type reaction of organonitriles under mild conditions
-
An aldol-type reaction of organonitriles with aldehydes was catalyzed by a RhI(OR) species under ambient conditions, and the reaction displayed a broad substrate scope with respect to both organonitrile and aldehyde components. The Royal Societ
- Goto, Akihiro,Endo, Kohei,Ukai, Yu,Irle, Stephan,Saito, Susumu
-
p. 2212 - 2214
(2008/12/22)
-
- Asymmetric reduction of β-ketonitriles with a recombinant carbonyl reductase and enzymatic transformation to optically pure β-hydroxy carboxylic acids
-
α-Ethylation is concomitant with the reduction of aromatic β-ketonitriles catalyzed by whole-cell biocatalysts. Use of isolated carbonyl reductase has completely eliminated this competing reaction. (R)-β-Hydroxy nitriles were obtained via a reduction cata
- Zhu, Dunming,Ankati, Haribabu,Mukherjee, Chandrani,Yang, Van,Biehl, Edward R.,Hua, Ling
-
p. 2560 - 2563
(2008/02/05)
-
- Catalytic nucleophilic activation of acetonitrile via a cooperative catalysis of cationic Ru complex, DBU, and NaPF6
-
The development of an efficient catalytic system for the direct addition of acetonitrile under mild amine basic conditions is described. A cooperative catalysis of CpRu complex, DBU, and NaPF6 enables chemoselective and catalytic generation of
- Kumagai, Naoya,Matsunaga, Shigeki,Shibasaki, Masakatsu
-
p. 8598 - 8608
(2008/02/10)
-
- Unexpected stereorecognition in nitrilase-catalyzed hydrolysis of β-hydroxy nitriles
-
Biocatalytic enantioselective hydrolysis of β-hydroxy nitriles to corresponding (S)-enriched β-hydroxy carboxylic acids has been achieved for the first time by an isolated nitrilase bII6402 from Bradyrhizobium japonicum USDA110. This offers a new "green" approach to optically pure β-hydroxy nitriles and β-hydroxy carboxylic acids. The observed remote stereorecognition is surprising because this nitrilase shows no enantioselectivity for the hydrolysis of α-hydroxy nitriles such as mandelonitrile.
- Kamila, Sukanta,Zhu, Dunming,Biehl, Edward R.,Hua, Ling
-
p. 4429 - 4431
(2007/10/03)
-
- Exploring the synthetic applicability of a cyanobacterium nitrilase as catalyst for nitrile hydrolysis
-
The substrate specificity and synthetic applicability of the nitrilase from cyanobacterium Synechocystis sp. strain PCC 6803 have been examined. This nitrilase catalyzed the hydrolysis of both aromatic and aliphatic nitriles to the corresponding acids in high yields. Furthermore, the stereoselective hydrolysis of phenyl-substituted β-hydroxy nitriles to (S)-enriched β-hydroxy carboxylic acids and selective hydrolysis of α,ω- dinitriles with five or less methylene groups to ω-cyano carboxylic acids have been achieved. This suggested that nitrilase from Synechocystis sp. PCC 6803 could be a useful enzyme catalyst for the "green" nitrile hydrolysis. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Mukherjee, Chandrani,Zhu, Dunming,Biehl, Edward R.,Hua, Ling
-
p. 5238 - 5242
(2007/10/03)
-
- Efficient nickel catalyst for coupling of acetonitrile with aldehydes
-
A Ni complex of a diarylamido-based PNP ligand is an efficient and robust catalyst for coupling of acetonitrile with aldehydes. The Royal Society of Chemistry 2005.
- Fan, Lei,Ozerov, Oleg V.
-
p. 4450 - 4452
(2007/10/03)
-
- Cooperative catalysis of a cationic ruthenium complex, amine base, and Na salt: Catalytic activation of acetonitrile as a nucleophile
-
Cooperative catalysis of a cationic Ru complex, DBU, and NaPF6 is described. An exquisite combination of the catalytic triad enabled catalytic activation of acetonitrile as a nucleophile under mild amine-basic conditions. Addition of in situ-ge
- Kumagai, Naoya,Matsunaga, Shigeki,Shibasaki, Masakatsu
-
p. 13632 - 13633
(2007/10/03)
-
- PbCl2/Ga Bimetal Redox System-mediated Carbon-Carbon Bond Formation Reactions between Carbonyl Compounds and Ethyl Trichloroacetate and Iodonitrile
-
In the presence of lead dichloride and a metallic gallium bimetal redox system, carbonyl compounds reacted with ethyl trichloroacetate and iodoacetonitrile to afford ethyl β-substituted α,α-dichloropropionates and β-hydroxy nitriles, respectively, in mode
- Zhang, Xiao-Lin,Han, Ying,Tao, Wen-Tian,Huang, Yao-Zeng
-
p. 189 - 192
(2007/10/02)
-
- Novel Reaction of Dibutyl(cyanomethyl)telluronium Chloride with Carbonyl Compounds Mediated by Organolithium Reagents: Highly Efficient Synthesis of β-Hydroxy Nitriles
-
Dibutyl(cyanomethyl)telluronium chloride, a precursor of stabilized telluronium ylides, after being treated with organolithium reagents reacted with carbonyl compounds to afford β-hydroxy nitriles instead of α,β-unsaturated nitriles in excellent yields.
- Zhou, Zhang-Lin,Shi, Lin-Lan,Huang, Yao-Zeng
-
p. 1931 - 1933
(2007/10/02)
-