New chiral modifiers in enantioselective heterogeneous catalytic hydrogenation of ethyl pyruvate over Pt/Al2O3:: chiral amino alcohols derived from piperidine

被引：20
|
作者：
Solladié-Cavallo, A
Marsol, C
Garin, F
机构：
[1] Univ Strasbourg, ECPM, Lab Sterochim Organomet, F-67087 Strasbourg, France
[2] Univ Strasbourg, ECPM, LMSPC, F-67087 Strasbourg 02, France
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 27期
关键词：
amino-alcohols; asymmetric hydrogenation; heterogeneous hydrogenation; chiral modifier; diastereoselectivity;
D O I：
10.1016/S0040-4039(02)00936-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New chiral and enantiopure erythro and threo 1,-2-amino-alcohols 4a and 4b hm,e been shown to accelerate the heterogeneous catalytic hydrogenation of ethyl pyruvate as much as cinchonidine does (with 77-100%, conversion within 2 h), A diastereo dependence of the enantioselectivity is clearly observed between the erythro and threo isomers. Moreover enantiomeric ratios up to 86,14 have been obtained under classical and not optimized conditions with the erythro-isomer of the naphthyl compound 4a making this compound very promising. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4733 / 4735
页数：3
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