STEREOCONTROLLED SYNTHESIS VIA CHIRAL AZIRIDINES

被引：81

作者：

TANNER, D

机构：

[1] Dept. of Organic Chemistry, University of Uppsala, S-751 21, Uppsala

来源：

PURE AND APPLIED CHEMISTRY | 1993年 / 65卷 / 06期

关键词：

D O I：

10.1351/pac199365061319

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The use of chiral, non-racemic, aziridines for stereochemical control in diastereo- and enantioselective synthesis is described. Such aziridines are readily available in quantity from the corresponding chiral epoxides, and can be utilised: (i) as chiral substrates, e.g. for the enantioselective synthesis of carbapenem antibiotics and non-proteinogenic amino acids; (ii) as efficient chiral auxiliaries for diastereoselective enolate alkylation and aldol reactions; (iii) as chiral ligands, e.g. for enantioselective OsO4-mediated 1,2-dihydroxylation of olefins.

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页码：1319 / 1328

页数：10

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