Functionalised pyrrolidinones derived from (S)-pyroglutamic acid

被引:46
作者
Beard, MJ
Bailey, JH
Cherry, DT
Moloney, MG
Shim, SB
Statham, KA
Bamford, MJ
Lamont, RB
机构
[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
[2] GLAXO WELLCOME,MED RES CTR,STEVENAGE SG1 2NY,HERTS,ENGLAND
关键词
D O I
10.1016/0040-4020(96)00047-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The generation of the lactam enolate derived from bicyclic lactams 2a-c, prepared from (S)-pyroglutamic acid 1a, and subsequent reaction with a range of electrophiles, is reported. Exo-diastereoselectivity is generally favoured. The deprotection of some of these adducts to give functionalised hydroxymethylpyrrolidinones is readily achieved by simple hemiaminal ether cleavage under acidic conditions.
引用
收藏
页码:3719 / 3740
页数:22
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