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
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
收藏
页码:852 / 859
页数:8
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