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

Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl(2). These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and ge...

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Autores principales: Jarvis, Ashley N, McLaren, Andrew B, Osborn, Helen M I, Sweeney, Joseph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678660/
https://www.ncbi.nlm.nih.gov/pubmed/23766800
http://dx.doi.org/10.3762/bjoc.9.98
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author Jarvis, Ashley N
McLaren, Andrew B
Osborn, Helen M I
Sweeney, Joseph
author_facet Jarvis, Ashley N
McLaren, Andrew B
Osborn, Helen M I
Sweeney, Joseph
author_sort Jarvis, Ashley N
collection PubMed
description Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl(2). These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity.
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spelling pubmed-36786602013-06-13 Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines Jarvis, Ashley N McLaren, Andrew B Osborn, Helen M I Sweeney, Joseph Beilstein J Org Chem Full Research Paper Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl(2). These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity. Beilstein-Institut 2013-05-02 /pmc/articles/PMC3678660/ /pubmed/23766800 http://dx.doi.org/10.3762/bjoc.9.98 Text en Copyright © 2013, Jarvis et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Jarvis, Ashley N
McLaren, Andrew B
Osborn, Helen M I
Sweeney, Joseph
Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
title Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
title_full Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
title_fullStr Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
title_full_unstemmed Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
title_short Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
title_sort preparation and ring-opening reactions of n-diphenylphosphinyl vinyl aziridines
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678660/
https://www.ncbi.nlm.nih.gov/pubmed/23766800
http://dx.doi.org/10.3762/bjoc.9.98
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