- AMINO-ACIDS AS CHIRAL SYNTHONS : SYNTHESIS OF ENANTIOMERICALLY PURE α-HYDROXY ESTERS.
-
Reaction of lithium homocuprates with α-hydroxy β-bromo ester derivated from aspartic acid affords α-hydroxy esters of high enantiomerical purity.
- Larcheveque, Marc,Petit, Yves
-
-
Read Online
- The synthesis of L-gulose and L-xylose from D-gluconolactone
-
L-Gulose, an essential component for the antibiotic and antitumor activities of bleomycin A2, was synthesized in 47% yield from D-glucono-1,5-lactone. The effective cleavage of acetonides by SnCl2 in the presence of tert-butyldimethylsilyl ethers was of importance in the course of synthesis. Elaboration of D-glucono-1,5-lactone that includes a step of oxidative degradation by Dess-Martin periodinane also afforded a respectable yield of L-xylose.
- Yang, Wen-Bin,Patil, Sachindra S,Tsai, Cheng-Hsin,Lin, Chun-Hung,Fang, Jim-Min
-
-
Read Online
- Determination of the absolute configuration of the glycerol component in poly(glycosylglycerolphosphates) by GLC-MS
-
Assignment of the stereochemistry of the glycerol residue in poly(glycosyl-glycerol phosphates) may be achieved by release of the chiral glycerol component, followed by its conversion to an appropriate derivative, and assignment of absolute stereochemistry by comparison with standards of known chirality.
- Beynon,Richards
-
-
Read Online
- Hydrolytic kinetic resolution of epoxides catalyzed by chromium(III)-endo, endo-2,5-diaminonorbornane-salen [Cr(III)-DIANANE-salen] complexes. Improved activity, low catalyst loading
-
The hydrolytic kinetic resolution (HKR) of terminal epoxides, using chiral chromium(III)-salen catalysts based on DIANANE (endo,endo-2,5-diaminonorbornane) , was studied. A broad substrate scope was found for the chromium(III)-DIANANE catalysts, and very low loadings (down to 0.05 mol%) were needed to achieve high enantiomeric purities of both the remaining epoxides and the product diols (up to >99% ee). Besides monosubstituted epoxides, 2-methyl-2-n-pentyloxirane, which is an example for 2,2-disubstituted epoxides, could be ring-opened in an asymmetric fashion with water in the presence of an electronically tuned chromium-(III)-DIANANE complex.
- Berkessel, Albrecht,Ertuerk, Erkan
-
-
Read Online
- d- and l-Serine, useful synthons for the synthesis of 24-hydroxyvitamin D3 metabolites. A formal synthesis of 1α,24R,25-(OH)3-D3, 24R,25-(OH)2-D3 and 24S,25-(OH)2-D3
-
d- and l-Serine have been used for the enantioselective synthesis of tosylates 7a and 7b, useful building blocks for the synthesis of triols 5a and 5b which have already been obtained via a diastereoselective synthesis and used for the synthesis of 2a, 2b and 2c. We have thus performed a formal synthesis of 24S,25-(OH)2-D3, 24R,25-(OH)2-D3 and 1α,24R,25-(OH)3-D3.
- Fernandez, Carlos,Gándara, Zoila,Gómez, Generosa,Covelo, Berta,Fall, Yagamare
-
-
Read Online
- Mechanistic Investigation Leads to a Synthetic Improvement in the Hydrolytic Kinetic Resolution of Terminal Epoxides
-
The mechanism of the hydrolytic kinetic resolution (HKR) of terminal epoxides was investigated by kinetic analysis using reaction calorimetry. The chiral (salen)Co-X complex (X = OAc, OTs, Cl) undergoes irreversible conversion to (salen)Co-OH during the course of the HKR and thus serves as both precatalyst and cocatalyst in a cooperative bimetallic catalytic mechanism. This insight led to the identification of more active catalysts for the HKR of synthetically useful terminal epoxides. Copyright
- Nielsen, Lars P. C.,Stevenson, Christian P.,Blackmond, Donna G.,Jacobsen, Eric N.
-
-
Read Online
- 3-(Alkylthio)-1,2-bis(siloxy)-3-butenes as efficient chirality transferred building blocks
-
In the presence of Me2AlCl, reactions of the title compounds with a variety of aldehydes proceeded with high efficacy of chirality transfer to give the corresponding optically pure ene adducts, which could be converted to the γ-lactones, e.g.,
- Masuya, Keiichi,Tanino, Keiji,Kuwajima, Isao
-
-
Read Online
- A NEW APPROACH TO THE SYNTHESIS OF ETHER PHOSPHOLIPIDS. PREPARATION OF 1,2-DIALKYLGLYCEROPHOSPHORYLCHOLINES FROM L-GLYCERIC ACID
-
A novel stereospecific synthesis of antitumor active ether phospholipids is reported.
- Bhatia, Suresh K.,Hajdu, Joseph
-
-
Read Online
- Synthesis of Phosphatidylserine and Its Stereoisomers: Their Role in Activation of Blood Coagulation
-
Natural phosphatidylserine (PS), which contains two chiral centers, enhances blood coagulation. However, the process by which PS enhanced blood coagulation is not completely understood. An efficient and flexible synthetic route has been developed to synthesize all of the possible stereoisomers of PS. In this study, we examined the role of PS chiral centers in modulating the activity of the tissue factor (TF)-factor VIIa coagulation initiation complex. Full length TF was relipidated with phosphatidylcholine, and the synthesized PS isomers were individually used to estimate the procoagulant activity of the TF-FVIIa complex via a FXa generation assay. The results revealed that the initiation complex activity was stereoselective and had increased sensitivity to the configuration of the PS glycerol backbone due to optimal protein-lipid interactions.
- Mallik, Suman,Prasad, Ramesh,Bhattacharya, Anindita,Sen, Prosenjit
-
supporting information
p. 434 - 439
(2018/05/23)
-
- Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors
-
Inhibitors of the UDP-3-O-[(R)-3-hydroxymyristoyl]-N-acetylglucosamine deacetylase (LpxC) represent a promising class of novel antibiotics, selectively combating Gram-negative bacteria. In order to elucidate the impact of the hydroxymethyl groups of diol (S,S)-4 on the inhibitory activity against LpxC, glyceric acid ethers (R)-7a, (S)-7a, (R)-7b, and (S)-7b, lacking the hydroxymethyl group in benzylic position, were synthesized. The compounds were obtained in enantiomerically pure form by a chiral pool synthesis and a lipase-catalyzed enantioselective desymmetrization, respectively. The enantiomeric hydroxamic acids (R)-7b (Ki = 230 nM) and (S)-7b (Ki = 390 nM) show promising enzyme inhibition. However, their inhibitory activities do not substantially differ from each other leading to a low eudismic ratio. Generally, the synthesized glyceric acid derivatives 7 show antibacterial activities against two Escherichia coli strains exceeding the ones of their respective regioisomes 6.
- Tangherlini, Giovanni,Torregrossa, Tullio,Agoglitta, Oriana,K?hler, Jens,Melesina, Jelena,Sippl, Wolfgang,Holl, Ralph
-
p. 1032 - 1044
(2016/02/19)
-
- Total Synthesis of (-)-Isoamericanin A and (+)-Isoamericanol A
-
The enantioselective total synthesis of the biologically active 1,4-benzodioxane lignans isoamericanin A (2) and isoamericanol A (3) has been achieved in 11 and 12 steps, respectively. These benzodioxane lignan natural products, and others that contain 9-hydroxymethyl group, show a wide range of biological properties. The 1,4-benzodioxane ring was formed by an acid-catalysed cyclisation, which gave the desired trans isomer exclusively. This method will allow the synthesis of a number of benzodioxane compounds containing a 9-hydroxymethyl group The total syntheses of (-)-isoamericanin A and (+)-isoamericanol A are described. The key steps were a Mitsunobu etherification and the acid-catalysed formation of the 1,4-benzodioxane moiety with exclusive formation of the desired trans isomer.
- Pilkington, Lisa I.,Barker, David
-
p. 1037 - 1046
(2015/10/05)
-
- Total synthesis of (-)-isoamericanin A and (+)-isoamericanol A
-
The enantioselective total synthesis of the biologically active 1,4-benzodioxane lignans isoamericanin A (2) and isoamericanol A (3) has been achieved in 11 and 12 steps, respectively. These benzodioxane lignan natural products, and others that contain 9-hydroxymethyl group, show a wide range of biological properties. The 1,4-benzodioxane ring was formed by an acid-catalysed cyclisation, which gave the desired trans isomer exclusively. This method will allow the synthesis of a number of benzodioxane compounds containing a 9-hydroxymethyl group The total syntheses of (-)-isoamericanin A and (+)-isoamericanol A are described. The key steps were a Mitsunobu etherification and the acid-catalysed formation of the 1,4-benzodioxane moiety with exclusive formation of the desired trans isomer. Copyright
- Pilkington, Lisa I.,Barker, David
-
p. 1037 - 1046
(2014/03/21)
-
- Stereoselective synthesis of the C5-C18 fragment of halichomycin
-
An efficient and convergent synthesis of the C5-C18 fragment of halichomycin is reported. Butanolide fragment 6 was readily prepared stereoselectively from (R)-Roche ester through catalyst control; dienylic bromide domain 7 was synthesized from (S)-serine by substrate control. C 5-C18 fragment 2 was rapidly assembled through a stereoselective alkylation of the butanolide with the dienylic bromide, followed by functional group transformations.
- Li, Qingjiang,Mao, Shiyong,Cui, Yuxin,Jia, Yanxing
-
scheme or table
p. 4111 - 4116
(2012/06/18)
-
- Practical one-pot synthesis of protected l-glyceraldehyde derivatives
-
A large-scale, simple, economic, and safe procedure for the preparation of l-glyceraldehyde acetonide under conditions, which allow its direct transformation (one-pot) into the desired products (acetylene, imine, nitrone, unsaturated ester) is reported. l-Glyceraldehyde acetonide is obtained from the corresponding ester, which is readily available from l-serine. Georg Thieme Verlag Stuttgart New York.
- Stecko, Sebastian,Michalak, Micha,Stodulski, MacIej,Muchal, Lukasz,Parda, Kamil,Furman, Bartlomiej,Chmielewski, Marek
-
p. 2695 - 2698
(2012/11/07)
-
- Synthesis of migrastatin and its macrolide core
-
Migrastatin and its macrolactone subunit are potent antimetastatic agents. Both were synthesized by using a ring-closing metathesis (RCM) to establish the macrolactone core, and the control of the (Z)-trisubstituted double bond at C11-C12 was achieved by?
- Reymond, Sébastien,Cossy, Janine
-
p. 5918 - 5929
(2008/02/02)
-
- Total synthesis of (+)-migrastatin
-
(+)-Migrastatin, an antimetastatic agent, was synthesized by using three ruthenium-catalyzed metathesis reactions: a ring-closing metathesis (RCM) to control the (Z)-trisubstituted double bond at C11-C12, another RCM at C6-C7 to establish the macrolactone
- Reymond, Sebastien,Cossy, Janine
-
p. 4800 - 4804
(2007/10/03)
-
- Identification of Darmstoff analogs as selective agonists and antagonists of lysophosphatidic acid receptors
-
Darmstoff describes a family of gut smooth muscle-stimulating acetal phosphatidic acids initially isolated and characterized from the bath fluid of stimulated gut over 50 years ago. Despite similar structural and biological profiles, Darmstoff analogs have not previously been examined as potential LPA mimetics. Here, we report a facile method for the synthesis of potassium salts of Darmstoff analogs. To understand the effect of stereochemistry on lysophosphatidic acid mimetic activity, synthesis of optically pure stereoisomers of selected Darmstoff analogs was achieved starting with chiral methyl glycerates. Each Darmstoff analog was evaluated for subtype-specific LPA receptor agonist/antagonist activity, PPARγ activation, and autotaxin inhibition. From this study we identified compound 12 as a pan-antagonist and several pan-agonists for the LPA1-3 receptors. Introduction of an aromatic ring in the lipid chain such as analog 22 produced a subtype-specific LPA3 agonist with an EC50 of 692 nM. Interestingly, regardless of their LPA1/2/3 ligand properties all of the Darmstoff analogs tested activated PPARγ. However, these compounds are weak inhibitors of autotaxin. The results indicate that Darmstoff analogs constitute a novel class of lysophosphatidic acid mimetics.
- Gududuru, Veeresa,Zeng, Kui,Tsukahara, Ryoko,Makarova, Natalia,Fujiwara, Yuko,Pigg, Kathryn R.,Baker, Daniel L.,Tigyi, Gabor,Miller, Duane D.
-
p. 451 - 456
(2007/10/03)
-
- General catalytic synthesis of highly enantiomerically enriched terminal aziridines from racemic epoxides
-
If life deals you a lemon ...: Low selectivity in the [Co(salen)]-catalyzed kinetic resolution of terminal epoxides with N-Boc sulfonamides is parlayed into an efficient one-pot synthesis of enantiopure amino alcohol derivatives. This provides the foundation for a general route to the title compounds (see scheme; Boc = tertbutoxycarbonyl; Ns = 2-nitrobenzenesulfonyl).
- Kim, Sang Kyun,Jacobsen, Eric N.
-
p. 3952 - 3954
(2007/10/03)
-
- SULPHONYL HYDROXAMIC ACID DERIVATIVES AS INHIBITORS OF S-CD23
-
Compounds of formula (I), wherein R is hydrogen, alkyl, alkoxy, alkenyl, alkynyl, aryl, heteroaryl or heterocyclyl; and R1 is bicyclyl or heterobicyclyl; are useful in the treatment and prophylaxis of conditions mediated by s-CD23.
- -
-
-
- Synthesis and antifungal activity of novel 14-membered benzomacrolides, as galbonolide analogues
-
Asymmetric total synthesis of benzene analogues of galbonolide, a 14-membered antifungal macrolide, possessing a benzene ring instead of a conjugated diene structure, was achieved starting from chiral 1-aryl-1-propanol obtained by enzyme-catalyzed kinetic
- Sakoh, Hiroki,Sakuraba, Shunji,Sugimoto, Yuichi,Imamura, Hideaki,Jona, Hideki,Yamada, Koji,Bamba-Nagano, Rie,Hashizume, Terutaka,Morishima, Hajime
-
p. 163 - 165
(2007/10/03)
-
- Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)CoIII complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols
-
The hydrolytic kinetic resolution (HKR) of terminal epoxides catalyzed by chiral (salen)CoIII complex 1·OAc affords both recovered unreacted epoxide and 1,2-diol product in highly enantioenriched form. As such, the HKR provides general access to useful, highly enantioenriched chiral building blocks that are otherwise difficult to access, from inexpensive racemic materials. The reaction has several appealing features from a practical standpoint, including the use of H2O as a reactant and low loadings (0.2-2.0 mol %) of a recyclable, commercially available catalyst. In addition, the HKR displays extraordinary scope, as a wide assortment of sterically and electronically varied epoxides can be resolved to ≥ 99% ee. The corresponding 1,2-diols were produced in good-to-high enantiomeric excess using 0.45 equiv of H2O. Useful and general protocols are provided for the isolation of highly enantioenriched epoxides and diols, as well as for catalyst recovery and recycling. Selectivity factors (krel) were determined for the HKR reactions by measuring the product ee at ca. 20% conversion. In nearly all cases, krel values for the HKR exceed 50, and in several cases are well in excess of 200.
- Schaus, Scott E.,Brandes, Bridget D.,Larrow, Jay F.,Tokunaga, Makoto,Hansen, Karl B.,Gould, Alexandra E.,Furrow, Michael E.,Jacobsen, Eric N.
-
p. 1307 - 1315
(2007/10/03)
-
- A cross metathesis-based synthesis of analogues of the 2-O-alkyl glycerate part of the moenomycins
-
Conditions are reported which allow to convert optically active methyl glycerate to the 2-O-allyl derivative without racemization. Cross metathesis reactions then lead to analogues of the 2-O-alkyl glycerate part of the moenomycin antibiotics.
- Eichelberger, Uwe,Mansourova, Madina,Hennig, Lothar,Findeisen, Matthias,Giesa, Sabine,Müller, Dietrich,Welzel, Peter
-
p. 9737 - 9742
(2007/10/03)
-
- Bromine in methanol: An efficient reagent for the deprotection of the tert-butyldiphenylsilyl group
-
A selective reagent for the deprotection of a tert-butyldiphenylsilyl (TBDPS) ether in the presence of other protecting groups, using a solution of bromine in methanol under reflux is presented. By extension, this reagent has been introduced for the deprotection of TBDPS amines and esters and has also shown good selectivity in the removal of a TBDMS ether in the presence of a TBDPS one.
- Barros,Maycock,Thomassigny
-
p. 1146 - 1148
(2007/10/03)
-
- Application of the silicon-tether strategy for controlling the regioselectivity and diastereoselectivity of intramolecular nitrone cycloadditions for aminopolyol synthesis
-
Highly regioselective and diastereoselective intramolecular chiral nitrone cycloaddition reactions with a vinyl group tethered by a silicon atom have been developed as a general method for the synthesis of stereodefined amino polyols. This strategy featur
- Ishikawa, Teruhiko,Kudo, Takayuki,Shigemori, Kazunori,Saito, Seiki
-
p. 7633 - 7637
(2007/10/03)
-
- A new approach to the stereospecific synthesis of phospholipids. The use of L-glyceric acid for the preparation of diacylglycerols, phosphatidylcholines, and related derivatives
-
A new stereospecific synthesis of phospholipid derivatives of 1,2- diacyl-sn-glycerols is reported. The synthesis is based on (1) the use of L- glyceric acid as the stereocenter for construction of the optically active phospholipid molecule, (2) preparation of 3-triphenylmethyl-sn-glycerol as the key intermediate for sequential introduction of the primary and secondary acyl functions leading to the chiral diglycerides, and (3) elaboration of the sn-3-phosphodiester headgroup via phosphorylation using 2-chloro-2-oxo-1,3,2- dioxaphospholane, followed by ring opening of the five-membered phosphorus heterocycle with trimethylamine, ammonia, as well as oxygen and sulfur nucleophiles. The sequence has been shown to be suitable for the preparation of both symmetric and mixed-chain diacylglycerols with saturated and unsaturated acyl substituents. Phospholipid headgroups including phosphocholine, phosphoethanolamine, phosphoethanol, and phosphoethylthioacetate functions have been prepared. Application of the method to the synthesis of functionalized phosphatidylcholines has also been demonstrated by incorporating spectroscopically active spin-labeled and fluorescent reporter groups via postsynthetic derivatization of chain terminal ω-aminoalkyl functions of the acyl substituents of the compounds. The synthetic methods developed have a great deal of flexibility, providing convenient routes to a wide range of structurally variable phospholipids for physicochemical, enzymological, and cell-biological studies.
- Roodsari, Farzaneh S.,Wu, Dongpei,Pum, Gregory S.,Hajdu, Joseph
-
p. 7727 - 7737
(2007/10/03)
-
- Antifungal macrolides and their synthesis
-
There are disclosed novel antifungal macrolides of the formula STR1 compositions containing said compounds, methods of using said compounds and a method for synthesizing the compounds.
- -
-
-
- Asymmetric total synthesis of Taxol
-
The asymmetric total synthesis of Taxol was achieved by way of B to BC to ABC to ABCD ring construction. Optically active 8-membered ring enones 1 and 2 corresponding to the B ring of Taxol have been synthesized in high yields from the linear precursors 28 and 32, respectively, by intramolecular aldol cyclization using SmI2. The optically active linear polyoxy compounds 28 and 32 were obtained by way of diastereoselective aldol reaction between aldehyde 4 and ketene silyl acetal 8 catalyzed by MgBr2 · OEt2. The chiral pentanal 4 was synthesized either by asymmetric aldol reaction of achiral aldehyde 7 and ketene silyl acetal 8 by means of a chiral Lewis acid or by diastereoselective aldol reaction between the chiral aldehyde 16, derived from L-serine, and the lithium enolate derived from methyl isobutyrate. Optically active bicyclo[6.4.0]dodecanone 38β, corresponding to the BC ring system of Taxol, was prepared from 8-membered ring enone 2 in high yield by stereoselective Michael addition and successive intramolecular aldol cyclization. Furthermore, baccatin III, the ABCD ring system of Taxol, was efficiently synthesized from the BC ring system 38β by successive construction of the A and D rings by intramolecular pinacol coupling cyclization, introduction of the C-13 hydroxyl group and an oxetane-forming reaction. Finally, the total synthesis of Taxol was accomplished by dehydration condensation between a protected N-benzoylphenylisoserine 70 or 75 and 7-TES baccatin III, prepared from baccatin III. Taxol side chains 70, 73, 75, and 77, optically active protected N-benzoylphenylisoserines, were synthesized by enantioselective aldol reaction from two achiral starting materials, benzaldehyde and an enol silyl ether 65 derived from S-ethyl benzyloxyethanethioate.
- Mukaiyama, Teruaki,Shiina, Isamu,Iwadare, Hayato,Saitoh, Masahiro,Nishimura, Toshihiro,Ohkawa, Naoto,Sakoh, Hiroki,Nishimura, Koji,Tani, Yu-Ichirou,Hasegawa, Masatoshi,Yamada, Koji,Saitoh, Katsuyuki
-
p. 121 - 161
(2007/10/03)
-
- Synthesis of (S)-1-(1H-indol-4-yloxy)-3[4-(3-methoxyphenyl)-4- hydroxypiperidin-1-yl]-propan-2-ol (LY333068) succinate, and its 3-[14C]- isotopomer based on chiral glycerol-[14C] derivatives
-
The 3-[14C]-isotopomer of (S)-1-(1H-indol-4-yloxy)-3-[4-(3- methoxyphenyl)-4-hydroxypiperidin-1-yl]-propan-2-ol (LY333068), a 5HT(1A) antagonist, was prepared in 10 steps and 8.2% radiochemical yield from (L)- serine-[3-14C]. Deamination, esterification, and protection of the resulting diol gave methyl (R)2,2-dimethyl-1,3-dioxolane-4-carboxylate-[3- 14C], as a chiral and radiolabeled building block, which then was subsequently coupled with 4-hydroxyindole and 4-(3-methoxyphenyl)-4- hydroxypiperidine to give the titled product with 99.4% radiochemical purity.
- Czeskis, Boris A.
-
p. 465 - 475
(2007/10/03)
-
- Total synthesis of (-)-galbonolide B and the determination of its absolute stereochemistry
-
Through a trans-lactonization reaction, galbonolide B (1) was converted to 3 with the chiral secondary alcohol at C13 exposed for derivatization. Two independent methods were employed to determine the absolute chirality at C13. Both of these methods established S chirality at C13. Since the relative stereochemistry of galbonolide B had been determined from the X-ray structure, the absolute stereochemistry of galbonolide B was therefore formally established to be structure 1, which contradicted earlier speculations in the literature. A total synthesis of galbonolide B has been completed. A highly selective method was developed for the assembly of the peculiar diene unit using Martin's sulfurane reagent for the dehydration of the preceding tertiary alcohol 20. The chiral center at C4 was installed by 'contra-steric' enolate chemistry. A novel macro-Dieckmann cyclization was employed to generate the macrocycle. The desired configuration at C2 was obtained from the kinetic protonation of the corresponding enolate. Finally, a seldom used protecting group, 2,4,6-trimethylbenzylidene acetal, was employed for the glycol unit. It exhibited extremely facile hydrolysis under mildly acidic conditions without causing any decomposition of synthetic intermediates.
- Tse, Bruno
-
p. 7094 - 7100
(2007/10/03)
-
- Asymmetric synthesis of RK-682 and its analogs, and evaluation of their protein phosphatase inhibitory activities
-
We report an asymmetric synthesis of a potent tyrosine phosphatase inhibitor, RK-682 and its analogs. The absolute stereochemistry of RK-682 was determined to be (R). The inhibitory activities of RK-682 and its analogs, (R)-1a, (S)-1a, (R)-1b and (R)-1c toward various protein phosphatases (VHR, cdc25A, cdc25B, and PPI) are also reported.
- Sodeoka, Mikiko,Sampe, Ruriko,Kagamizono, Terumi,Osada, Hiroyuki
-
p. 8775 - 8778
(2007/10/03)
-
- Syntheses of heparin - like pentamers containing "opened" uronic acid moieties
-
The syntheses of four analogues of pentasaccharide Ia, which corresponds to the minimal AT III binding region of heparin, are presented and the biological activities of these analogues will be discussed. Three of these analogues (i.e. compounds II, III an
- Lucas,Hasten,Van Dinther,Meuleman,Van Aelst,Van Boeckel
-
p. 8207 - 8228
(2007/10/02)
-
- Intermediates for preparing optically active carboxylic acids
-
A process is described for preparing optically active alpha-arylalkanoic acids consisting of rearranging an optically active ketal of formula STR1 in which the substituents have the meaning given in the description of the invention.
- -
-
-
- Stereospecific Synthesis of Ether and Thioether Phospholipids. The Use of L-Glyceric Acid as a Chiral Phospholipid Precursor
-
A novel stereospecific synthesis of biologically active ether phospholipids is reported.The synthesis is based on (1) the use of L-glyceric acid as the chiral center for the construction of the optically active phospholipid molecule, (2) the introduction
- Bhatia, Suresh K.,Hajdu, Joseph
-
p. 5034 - 5039
(2007/10/02)
-
- Synthesis and Determination of the Enantiomeric Pyrity of (R)- and (S)-2,3-Dihydroxy-3-methylbutyl p-Toluensulfonate
-
(R)- and (S)-2,3-dihydroxy-3-methylbutyl p-toluenesulfonate, used as building blocks for vitamine D3 metabolites and carotenoids, respectively, were resynthesized since differing melting points and optical rotations are reported in the literature.The give
- Schoenecker, Bruno
-
p. 705 - 712
(2007/10/02)
-