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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Nature Portfolio
2020
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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) |
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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 |
work_keys_str_mv |
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1718392764904767488 |