Synthetic potential of heteroatomic ring systems

被引:31
作者
Zwanenburg, B [1 ]
机构
[1] Univ Nijmegen, NSR Inst Mol Struct Design & Synth, NL-6525 ED Nijmegen, Netherlands
关键词
D O I
10.1351/pac199971030423
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of aziridine-2-carboxylic acid derivatives of high enantiopurity is described and their synthetic utility is discussed. Ring-opening and ring-expansion reactions of both oxirane and aziridine carboxylic esters are highlighted. Convenient syntheses of alpha-hydroxy, beta-amino and alpha-amino, beta-hydroxy carboxylic acids with defined stereochemistry are presented. The presentation of pyrrolidinone and azetidinone derivatives from functionalized three-membered heterocycles is described. Small-ring heterocycles also serve as the basis for the synthesis of catalysts, e.g. for an asymmetric reduction and for cyclopropanation reactions.
引用
收藏
页码:423 / 430
页数:8
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