Memory of chirality effects in aldol cyclisations of 1-(3-oxobutyryl) derivatives of L-4-oxaproline and L-proline isopropyl esters

被引:22
作者
Brewster, AG
Jayatissa, J
Mitchell, MB
Schofield, A
Stoodley, RJ
机构
[1] UMIST, Dept Chem, Manchester M60 1QD, Lancs, England
[2] Astra Zeneca Pharmaceut, Macclesfield SK10 4TG, Cheshire, England
[3] Roche Discovery Welwyn, Welwyn Garden City AL7 3AY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
aldol reactions; amino acid derivatives; asymmetric induction; oxazolidines; pyrrolidines; pyrrolinones;
D O I
10.1016/S0040-4039(02)00632-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoretentive C C bond formations are features of the aldol cyclisations of the 1-(3-oxobutyryl) derkratives of L-4-oxaproline and L-proline isopropyl esters. consistent with the involvement of axially chiral enolate intermediates. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3919 / 3922
页数:4
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