Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon

A Pd-catalyzed [3 + 2] cycloaddition of N-sulfonyl cyclic ketimines and trimethylenemethanes (TMM) was developed that afforded N-fused pyrrolidines bearing a quaternary carbon. Under mild reaction conditions, structurally diverse N-sulfonyl cyclic imines, including sulfamate-fused aldimines, aryl- o...

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Autores principales: Choi, Seoung-Mi, Kim, Kyeong Do, Park, Jong-Un, Xuan, Zi, Kim, Ju Hyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8978666/
https://www.ncbi.nlm.nih.gov/pubmed/35425099
http://dx.doi.org/10.1039/d1ra08579d
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author Choi, Seoung-Mi
Kim, Kyeong Do
Park, Jong-Un
Xuan, Zi
Kim, Ju Hyun
author_facet Choi, Seoung-Mi
Kim, Kyeong Do
Park, Jong-Un
Xuan, Zi
Kim, Ju Hyun
author_sort Choi, Seoung-Mi
collection PubMed
description A Pd-catalyzed [3 + 2] cycloaddition of N-sulfonyl cyclic ketimines and trimethylenemethanes (TMM) was developed that afforded N-fused pyrrolidines bearing a quaternary carbon. Under mild reaction conditions, structurally diverse N-sulfonyl cyclic imines, including sulfamate-fused aldimines, aryl- or styryl-substituted sulfamate-derived ketimines, and N-sulfonyl cyclic ketimines, were tolerated as reactants, affording N-fused pyrrolidines with high efficiency.
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spelling pubmed-89786662022-04-13 Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon Choi, Seoung-Mi Kim, Kyeong Do Park, Jong-Un Xuan, Zi Kim, Ju Hyun RSC Adv Chemistry A Pd-catalyzed [3 + 2] cycloaddition of N-sulfonyl cyclic ketimines and trimethylenemethanes (TMM) was developed that afforded N-fused pyrrolidines bearing a quaternary carbon. Under mild reaction conditions, structurally diverse N-sulfonyl cyclic imines, including sulfamate-fused aldimines, aryl- or styryl-substituted sulfamate-derived ketimines, and N-sulfonyl cyclic ketimines, were tolerated as reactants, affording N-fused pyrrolidines with high efficiency. The Royal Society of Chemistry 2021-12-24 /pmc/articles/PMC8978666/ /pubmed/35425099 http://dx.doi.org/10.1039/d1ra08579d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Choi, Seoung-Mi
Kim, Kyeong Do
Park, Jong-Un
Xuan, Zi
Kim, Ju Hyun
Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon
title Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon
title_full Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon
title_fullStr Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon
title_full_unstemmed Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon
title_short Pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward N-fused pyrrolidines bearing a quaternary carbon
title_sort pd-catalyzed [3 + 2] cycloaddition of cyclic ketimines and trimethylenemethanes toward n-fused pyrrolidines bearing a quaternary carbon
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8978666/
https://www.ncbi.nlm.nih.gov/pubmed/35425099
http://dx.doi.org/10.1039/d1ra08579d
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