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.

引用

页码：7181 / 7182

页数：2

共 14 条

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