Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines

被引：7

作者：

Jarvis, Ashley N. ^{[1
]}

McLaren, Andrew B. ^{[1
]}

Osborn, Helen M. I. ^{[1
]}

Sweeney, Joseph ^{[1
,2
]}

机构：

[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England

[2] Univ Huddersfield, Dept Chem & Biol Sci, Huddersfield HD1 3DH, W Yorkshire, England

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷

基金：

英国工程与自然科学研究理事会;

关键词：

aziridines; catalytic; heterocycles; palladium; ring opening; ALPHA; BETA-UNSATURATED ESTER GROUP; ENANTIOSELECTIVE TOTAL-SYNTHESIS; REARRANGEMENT; VINYLAZIRIDINES; SULFONYLIMINES; BEARING; IMINES; ACID; 2-VINYLAZIRIDINES; 1,3-DIENES;

D O I：

10.3762/bjoc.9.98

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with alpha-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity.

引用

页码：852 / 859

页数：8

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