Synthesis of bicyclic proline analogs using a formal [3+2] intramolecular aziridine-allylsilane cycloaddition reaction

被引：49

作者：

Bergmeier, SC

Fundy, SL

Seth, PP

机构：

[1] Ohio State Univ, Coll Pharm, Div Med Chem & Pharmacognosy, Columbus, OH 43210 USA

[2] Ohio State Univ, Ctr Comprehens Canc, Columbus, OH 43210 USA

来源：

TETRAHEDRON | 1999年 / 55卷 / 26期

关键词：

aziridines; bicyclic heterocyclic compounds; nitrogen heterocycles; silicon and compounds;

D O I：

10.1016/S0040-4020(99)00425-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bicyclic proline analogs have a wide range of biological uses. We report here our synthesis of bicyclic proline analogs using a formal [3+2] intramolecular aziridine-allylsilane cycloaddition reaction. This synthesis allows for the preparation of both 5-5 and 6-5 fused ring systems and should be amenable to the preparation of analogs with substitution on the carbocyclic ring. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：8025 / 8038

页数：14

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