A synthesis of aziridines from α-iodoenones

被引：26

作者：

Barros, MT

Maycock, CD

Ventura, MR

机构：

[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, P-2780156 Oeiras, Portugal

[2] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, P-2825 Monte De Caparica, Portugal

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 24期

关键词：

D O I：

10.1016/S0040-4039(02)00791-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aziridines were prepared from alpha-iodocycloenones in very good yield. by a Michael addition/cyclisation (Gabriel-Cromwell) process employing a slight excess of primary amine and Cs2CO3 as base at 95degreesC. Using chiral amines it, was possible to prepare optically pure aziridines. The same method as also efficient for the synthesis of aziridines from acyclic alpha-halounsaturated compounds. 2-Oxoazabicycles reacted with several nucleophiles to afford alpha-heteroatom substituted cyclic enones in excellent yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：4329 / 4331

页数：3

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