scholarly journals A General Method for the Synthesis of Both Enantiomers of Optically Pure β-Hydroxy Esters from (S)-(p-Chlorophenylsulfinyl)acetone Easily Obtainable by Kinetic Resolution with Bakers’ Yeast

1988 ◽  
Vol 61 (4) ◽  
pp. 1273-1279 ◽  
Author(s):  
Tamotsu Fujisawa ◽  
Atsushi Fujimura ◽  
Toshio Sato
Keyword(s):  
Kinetic Resolution ◽  
Hydroxy Esters ◽  
Optically Pure ◽  
General Method

Access to Enantioenriched Molecules with Diverse Fluorinated Tetrasubstituted Stereocenters Using Hydroxy as Kinetic Resolution Auxiliary Group

2022 ◽  
Author(s):  
Xinqiang Fang ◽  
Syeda Tazeen Zehra ◽  
Shouang Lan ◽  
Hao Zhang ◽  
Jinggong Liu ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Carbon Molecules ◽  
Optically Pure ◽  
General Method

Developing a general method affording optically pure fully-substituted carbon molecules bearing various fluorinated groups is highly important but very challenging. Here we show that using secondary OH as the kinetic...

scholarly journals Access to Optically Pure β-Hydroxy Esters via Non-Enzymatic Kinetic Resolution by a Planar-Chiral DMAP Catalyst

Molecules ◽  
2014 ◽  
Vol 19 (9) ◽  
pp. 14273-14291 ◽  
Author(s):  
Alba Díazlvarez ◽  
Laura Mesas-Sánchez ◽  
Peter Dinér
Keyword(s):  
Kinetic Resolution ◽  
Enzymatic Kinetic Resolution ◽  
Hydroxy Esters ◽  
Optically Pure

scholarly journals ω-Amino Acid:Pyruvate Transaminase from Alcaligenes denitrificans Y2k-2: a New Catalyst for Kinetic Resolution of β-Amino Acids and Amines

2004 ◽  
Vol 70 (4) ◽  
pp. 2529-2534 ◽  
Author(s):  
Hyungdon Yun ◽  
Seongyop Lim ◽  
Byung-Kwan Cho ◽  
Byung-Gee Kim
Keyword(s):  
Amino Acids ◽  
Kinetic Resolution ◽  
Specific Activity ◽  
Expression System ◽  
Enantiomeric Excess ◽  
Selective Enrichment ◽  
Alcaligenes Denitrificans ◽  
Keto Acids ◽  
Optically Pure ◽  
High Stereoselectivity

ABSTRACT Alcaligenes denitrificans Y2k-2 was obtained by selective enrichment followed by screening from soil samples, which showed ω-amino acid:pyruvate transaminase activity, to kinetically resolve aliphatic β-amino acid, and the corresponding structural gene (aptA) was cloned. The gene was functionally expressed in Escherichia coli BL21 by using an isopropyl-β-d-thiogalactopyranoside (IPTG)-inducible pET expression system (9.6 U/mg), and the recombinant AptA was purified to show a specific activity of 77.2 U/mg for l-β-amino-n-butyric acid (l-β-ABA). The enzyme converts various β-amino acids and amines to the corresponding β-keto acids and ketones by using pyruvate as an amine acceptor. The apparent Km and V max for l-β-ABA were 56 mM and 500 U/mg, respectively, in the presence of 10 mM pyruvate. In the presence of 10 mM l-β-ABA, the apparent Km and V max for pyruvate were 11 mM and 370 U/mg, respectively. The enzyme exhibits high stereoselectivity (E > 80) in the kinetic resolution of 50 mM d,l-β-ABA, producing optically pure d-β-ABA (99% enantiomeric excess) with 53% conversion.

One-pot kinetic resolution–Mitsunobu reaction to access optically pure compounds, using silver salts in the substitution protocol

2020 ◽  
Vol 44 (48) ◽  
pp. 21238-21243
Author(s):  
Hiten B. Raval ◽  
Ashutosh V. Bedekar
Keyword(s):  
Kinetic Resolution ◽  
Mitsunobu Reaction ◽  
One Pot ◽  
Silver Salts ◽  
Pure Compounds ◽  
Optically Pure

Racemic carbinols were converted to chirally pure acetates by a combination of one-pot, enzyme mediated KR and Mitsunobu reaction with metal acetates. Use of AoNO3 or mixture with NaOAc gave excellent results. The protocol is further extended to introduce azide in place of acetate.

scholarly journals Isothiourea‐Catalyzed Acylative Kinetic Resolution of Tertiary α‐Hydroxy Esters

2020 ◽  
Vol 59 (38) ◽  
pp. 16572-16578 ◽  
Author(s):  
Shen Qu ◽  
Samuel M. Smith ◽  
Víctor Laina‐Martín ◽  
Rifahath M. Neyyappadath ◽  
Mark D. Greenhalgh ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Hydroxy Esters
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