Stereospecific synthesis of 2,3-disubstituted aziridines from β-alkylamino phenylselenides

被引：22

作者：

Boivin, S ^{[1
]}

Outurquin, F ^{[1
]}

Paulmier, C ^{[1
]}

机构：

[1] Univ Rouen, Lab Synth Thio & Selenoorgan, IRCOF, F-76821 Mt St Aignan, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(99)02159-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reduction of alpha-phenylselanyl imines derived from beta-phenylselanyl alpha-oxoesters or PhSeCl assisted nucleophilic addition of primary amines to alpha, beta-unsaturated esters have led to beta-alkylamino phenylserenides 4, 5, 12 and 13 which were cyclised into aziridines 8, 9 and 14 after selenium activation. threo-Amino selenides led stereospecifically to cis-2,3-disubstituted aziridines. Depending on the structure, non-functionalised amino selenides 19-20 were also cyclised into aziridines 21-22. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：663 / 666

页数：4

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