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 -sulfonyl cyclic ketimines and trimethylenemethanes (TMM) was developed that afforded -fused pyrrolidines bearing a quaternary carbon. Under mild reaction conditions, structurally diverse -sulfonyl cyclic imines, including sulfamate-fused aldimines, aryl- or s...

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Published inRSC advances Vol. 12; no. 2; pp. 785 - 789
Main Authors Choi, Seoung-Mi, Kim, Kyeong Do, Park, Jong-Un, Xuan, Zi, Kim, Ju Hyun
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 22.12.2021
The Royal Society of Chemistry
Subjects
Carbon
Chemistry
Cycloaddition
Imines
Palladium
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Summary:A Pd-catalyzed [3 + 2] cycloaddition of -sulfonyl cyclic ketimines and trimethylenemethanes (TMM) was developed that afforded -fused pyrrolidines bearing a quaternary carbon. Under mild reaction conditions, structurally diverse -sulfonyl cyclic imines, including sulfamate-fused aldimines, aryl- or styryl-substituted sulfamate-derived ketimines, and -sulfonyl cyclic ketimines, were tolerated as reactants, affording -fused pyrrolidines with high efficiency.
Bibliography:The authors contributed equally to this work.
ISSN:2046-2069
2046-2069
DOI:10.1039/d1ra08579d