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

ABSTRACT: Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with ?-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.

SUBMITTER: Jarvis AN 

PROVIDER: S-EPMC3678660 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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

Jarvis Ashley N AN   McLaren Andrew B AB   Osborn Helen M I HM   Sweeney Joseph J  

Beilstein journal of organic chemistry 20130502

Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-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. ...[more]

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