Synthesis of chiral bicyclic azetidine derivatives

被引：41

作者：

Barrett, AGM ^{[1
]}

Dozzo, P ^{[1
]}

White, AJP ^{[1
]}

Williams, DJ ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

来源：

TETRAHEDRON | 2002年 / 58卷 / 36期

关键词：

azetidine; azetidinone; bicyclic heterocyclic compounds; Baylis-Hillman reactions; aldol reactions;

D O I：

10.1016/S0040-4020(02)00761-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(2S)-N-Benzoyl-2-azetidinecarboxylic acid was converted into several derivatives of (5R)-1-azabicycloheptane via lactamization of 3-((2R)-azetidine)propanoic acid, subsequent aldol reaction and reduction. The structures of three stereoisomers of (5R)-3-(hydroxy-(4-nitrophenyl)methyl)-1-azabicyclo[3.2.0]heptan-2-one were determined by X-ray crystallography. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7303 / 7313

页数：11

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