Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides

Traditional synthesis of stereodefined piperidines requires selective installation of functional groups that can lower efficiency and modularity. Here, the authors assemble stereochemically complex and highly substituted dehydropiperidines via an intermolecular ring expansion between bicyclic azirid...

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Autores principales: Josephine Eshon, Kate A. Nicastri, Steven C. Schmid, William T. Raskopf, Ilia A. Guzei, Israel Fernández, Jennifer M. Schomaker
Formato: article
Lenguaje:EN
Publicado: Nature Portfolio 2020
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Acceso en línea:https://doaj.org/article/de9587a8a724479bad12880067f38cb0
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spelling oai:doaj.org-article:de9587a8a724479bad12880067f38cb02021-12-02T13:35:01ZIntermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides10.1038/s41467-020-15134-x2041-1723https://doaj.org/article/de9587a8a724479bad12880067f38cb02020-03-01T00:00:00Zhttps://doi.org/10.1038/s41467-020-15134-xhttps://doaj.org/toc/2041-1723Traditional synthesis of stereodefined piperidines requires selective installation of functional groups that can lower efficiency and modularity. Here, the authors assemble stereochemically complex and highly substituted dehydropiperidines via an intermolecular ring expansion between bicyclic aziridines and Rh-supported vinyl carbenes.Josephine EshonKate A. NicastriSteven C. SchmidWilliam T. RaskopfIlia A. GuzeiIsrael FernándezJennifer M. SchomakerNature PortfolioarticleScienceQENNature Communications, Vol 11, Iss 1, Pp 1-8 (2020)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Josephine Eshon
Kate A. Nicastri
Steven C. Schmid
William T. Raskopf
Ilia A. Guzei
Israel Fernández
Jennifer M. Schomaker
Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
description Traditional synthesis of stereodefined piperidines requires selective installation of functional groups that can lower efficiency and modularity. Here, the authors assemble stereochemically complex and highly substituted dehydropiperidines via an intermolecular ring expansion between bicyclic aziridines and Rh-supported vinyl carbenes.
format article
author Josephine Eshon
Kate A. Nicastri
Steven C. Schmid
William T. Raskopf
Ilia A. Guzei
Israel Fernández
Jennifer M. Schomaker
author_facet Josephine Eshon
Kate A. Nicastri
Steven C. Schmid
William T. Raskopf
Ilia A. Guzei
Israel Fernández
Jennifer M. Schomaker
author_sort Josephine Eshon
title Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
title_short Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
title_full Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
title_fullStr Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
title_full_unstemmed Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
title_sort intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides
publisher Nature Portfolio
publishDate 2020
url https://doaj.org/article/de9587a8a724479bad12880067f38cb0
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