Review Chiral resolutions, asymmetric synthesis and amplification of enantiomeric excess

1988 ◽  
Vol 85 ◽  
pp. 603-619 ◽  
Author(s):  
M. de Min. ◽  
G. Levy ◽  
J.C. Micheau
Keyword(s):  
Asymmetric Synthesis ◽  
Enantiomeric Excess

Asymmetric synthesis of new γ-butenolides via organocatalyzed epoxidation of chalcones

2017 ◽  
Vol 15 (29) ◽  
pp. 6098-6103 ◽  
Author(s):  
Lucas C. C. Vieira ◽  
Bianca T. Matsuo ◽  
Lorena S. R. Martelli ◽  
Mayara Gall ◽  
Marcio W. Paixão ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Enantiomeric Excess ◽  
Chromatographic Purification

A greener three-step sequence, with only one single chromatographic purification, afforded γ-butenolides in moderate overall yield and high enantiomeric excess.

Asymmetric Synthesis of Chiral Tertiary Alcohols in High Enantiomeric Excess

1982 ◽  
pp. 37-53 ◽  
Author(s):  
ERNEST L. ELIEL ◽  
JORMA K. KOSKIMIES ◽  
BRUNO LOHRI ◽  
W. JACK FRAZEE ◽  
SUSAN MORRIS-NATSCHKE ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Enantiomeric Excess ◽  
Tertiary Alcohols ◽  
Chiral Tertiary Alcohols

scholarly journals Isolation of Rhodococcus sp. Strain ECU0066, a New Sulfide Monooxygenase-Producing Strain for Asymmetric Sulfoxidation

2008 ◽  
Vol 75 (2) ◽  
pp. 551-556 ◽  
Author(s):  
Ai-Tao Li ◽  
Jian-Dong Zhang ◽  
Jian-He Xu ◽  
Wen-Ya Lu ◽  
Guo-Qiang Lin
Keyword(s):  
Enzyme Activity ◽  
Asymmetric Synthesis ◽  
Bacterial Strain ◽  
Enantiomeric Excess ◽  
Good Activity ◽  
Rich Medium ◽  
Practical Application ◽  
Chiral Sulfoxides ◽  
Good Potential ◽  
Rhodococcus Sp

ABSTRACT A new and efficient sulfide monooxygenase-producing strain, ECU0066, was isolated and identified as a Rhodococcus sp. that could transform phenylmethyl sulfide (PMS) to (S)-sulfoxide with 99% enantiomeric excess via two steps of enantioselective oxidations. Its enzyme activity could be effectively induced by adding PMS or phenylmethyl sulfoxide (PMSO) directly to a rich medium at the early log phase (6 h) of fermentation, resulting in over 10-times-higher production of the enzyme. This bacterial strain also displayed fairly good activity and enantioselectivity toward seven other sulfides, indicating a good potential for practical application in asymmetric synthesis of chiral sulfoxides.

An improved synthesis of sitophilure

2009 ◽  
Vol 87 (1) ◽  
pp. 30-32 ◽  
Author(s):  
Cuifen Lu ◽  
Junqi Nie ◽  
Guichun Yang ◽  
Zuxing Chen
Keyword(s):  
Asymmetric Synthesis ◽  
Aldol Reaction ◽  
Enantiomeric Excess ◽  
Chiral Auxiliary

The asymmetric synthesis of sitophilure was carried out in 8 steps, with 42% overall yield and 97% enantiomeric excess from propionaldehyde. The synthesis relied on an approach employing an asymmetric acyl-thiazolidinethione propionate aldol reaction to establish two stereogenic centers.Key words: sitophilure, thiazolidinethione, chiral auxiliary, synthesis.

Asymmetric Synthesis of Enantiomerically Enriched a-Amino Acids Containing 2-Furyl- and 2-Thienyl-1,2,4-triazoles in the Side-Chain

2014 ◽  
Vol 69 (4) ◽  
pp. 451-460 ◽  
Author(s):  
Ashot S. Saghyan ◽  
Hayarpi M. Simonyan ◽  
Satenik G. Petrosyan ◽  
Anna F. Mkrtchyan ◽  
Lilit V. Khachatryan ◽  
...  
Keyword(s):  
Amino Acids ◽  
Schiff Base ◽  
Asymmetric Synthesis ◽  
Efficient Method ◽  
Enantiomeric Excess ◽  
Side Chain ◽  
Chiral Auxiliaries ◽  
Enantiomerically Pure ◽  
Dehydroamino Acids ◽  
Hydrolysis Of

An efficient method for the asymmetric synthesis of a-amino acids, containing furyl- and thiophenyl-substituted triazoles in their side-chain, is reported. The strategy relies on Michael addition of 3,4,5-substituted 1,2,4-triazoles to the C=C bond of chiral NiII complexes containing the Schiff base formed from dehydroamino acids (dehydroalanine and (E + Z)-dehydroaminobutyric acid) and from chiral auxiliaries, i. e. (S)-2-N-(N0-benzylprolyl)aminobenzophenone and (S)-2-N- (N0-2-chlorobenzylprolyl) aminobenzophenone. The reactions proceeded with good to very good diastereoselectivity. Hydrolysis of the diastereomeric mixtures of metal complexes afforded the enantiomerically pure a-amino acids with high enantiomeric excess (ee> 98%).

scholarly journals The Use of UiO-Type MOFs in Vapour Phase Soai Reactions

2020 ◽  
Author(s):  
Giuesppe rotunno ◽  
Gurpreet Kaur ◽  
Andrea Lazzarini ◽  
Carlo Buono ◽  
Mohamed Amedjkouh
Keyword(s):  
Asymmetric Synthesis ◽  
Reaction Rate ◽  
Enantiomeric Excess ◽  
Vapour Phase ◽  
Absolute Asymmetric Synthesis ◽  
Soai Reaction

We report a novel vapour phase procedure to perform the Soai reaction in an absolute asymmetric synthesis fashion: the substrate is confined in the pores of the UiO-type MOFs, and vapour phase reactions with Zn(i-Pr)<sub>2</sub> are performed in a sealed environment, Different MOFs lead to different outcomes in terms of enantiomeric excess, handedness of the product and reaction rate. This is one of the first examples of absolute asymmetric synthesis performed inside a MOF.

Sign in / Sign up

Export Citation Format

Share Document