Enantioselective protonation of amide enolates derived from piperidine-2-carboxylic acid

被引：37
作者：
Martin, J
Lasne, MC
Plaquevent, JC
Duhamel, L
机构：
[1] UNIV CAEN BASSE NORMANDIE,ISMRA,LAB CHIM MOL & THIOORGAN,CNRS,UMR 6507,F-14050 CAEN,FRANCE
[2] UNIV ROUEN,INST RECH & CHIM ORGAN FINE,UPRES A 6014,F-76821 MONT ST AIGNAN,FRANCE
来源：
TETRAHEDRON LETTERS | 1997年 / 38卷 / 41期
关键词：
D O I：
10.1016/S0040-4039(97)01705-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective protonation was applied on amide enolates 1a and 2a, derived from piperidine-2-carboxylic acid. High enantioselectivity was obtained with diamine (+)-3, as chiral source, and in presence of LiBr. Up to 95+/-1% ee for amide 1 and >99% for amide 2 were reached. Moreover, (S)-1 and (R)-1 were obtained with 89% and 93% ee using (+) and (-) ephedrine respectively. (C) 1997 Elsevier Science Ltd.
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页码：7181 / 7182
页数：2
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