VARIATIONS OF THE NATURE OF THE CHIRAL AUXILIARY WITH A HIGHLY ENANTIOSELECTIVE CHIRAL NADH MODEL

被引:27
作者
COMBRET, Y [1 ]
DUFLOS, J [1 ]
DUPAS, G [1 ]
BOURGUIGNON, J [1 ]
QUEGUINER, G [1 ]
机构
[1] INST NATL SCI APPL ROUEN,IRCOF,CHIM ORGAN FINE & HETEROCYCL LAB,CNRS,URA 1429,BP 08,F-76131 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1016/S0957-4166(00)80371-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Various chiral amino alcohols have been used as chiral auxiliaries for a highly enantioselective NADH model. Some of these are new reagents which have been obtained by an enzymic resolution method.
引用
收藏
页码:1635 / 1644
页数:10
相关论文
共 22 条
[1]  
BABA N, 1983, ASYMMETRIC SYNTHESIS, V2, P90
[2]   NEW METHOD FOR SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-AMINO-ACIDS AND THEIR N ALPHA DERIVATIVES VIA ACYLAMINO MALONATES [J].
BERGER, A ;
SMOLARSKY, M ;
KURN, N ;
BOSSHARD, HR .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (03) :457-460
[3]   INVERSION IN THE ENANTIOSELECTIVITY OF REDUCTIONS PERFORMED WITH NADH MODELS BEARING THE SAME CHIRAL AUXILIARY [J].
BINAY, P ;
DUPAS, G ;
BOURGUIGNON, J ;
QUEGUINER, G .
TETRAHEDRON LETTERS, 1988, 29 (08) :931-932
[4]   SYNTHESIS OF OPTICALLY-ACTIVE, RING-SUBSTITUTED N-BENZYLOXYCARBONYLPHENYLALANINES VIA 2-BENZYLOXYCARBONYLAMINO-2-ARYLALKYLMALONATES [J].
BOSSHARD, HR ;
BERGER, A .
HELVETICA CHIMICA ACTA, 1973, 56 (06) :1838-1845
[5]   NADH MIMICS FOR THE STEREOSELECTIVE REDUCTION OF BENZOYLFORMATES TO THE CORRESPONDING MANDELATES [J].
BURGESS, VA ;
DAVIES, SG ;
SKERLJ, RT .
TETRAHEDRON-ASYMMETRY, 1991, 2 (05) :299-328
[6]   IMPROVEMENT IN THE ENANTIOSELECTIVITY OF THE HYDROGEN TRANSFER WITH NADH MODELS BEARING AMINO-ALCOHOLS AS CHIRAL AUXILIARIES [J].
CAZIN, J ;
DUFLOS, J ;
DUPAS, G ;
BOURGUIGNON, J ;
QUEGUINER, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (05) :867-872
[7]   ASYMMETRIC REDUCTIONS WITH FREELY AND NON-FREELY ROTATING AMIDE GROUP NADH MODELS [J].
COMBRET, Y ;
TORCHE, JJ ;
BINAY, P ;
DUPAS, G ;
BOURGUIGNON, J ;
QUEGUINER, G .
CHEMISTRY LETTERS, 1991, (01) :125-128
[8]  
COMBRET Y, IN PRESS TETRAHEDRON
[9]  
COMBRET Y, 1991, TETRAHEDRON, V45, P9369
[10]   METAL-ION FUNCTION IN ALCOHOL DEHYDROGENASES .1. METAL-DEPENDENT REDUCTION OF PYRIDINE CARBALDEHYDES [J].
HUGHES, M ;
PRINCE, RH .
JOURNAL OF INORGANIC & NUCLEAR CHEMISTRY, 1978, 40 (04) :703-712