Construction of Chiral 1,3-Diamines through Rhodium-Catalyzed Asymmetric Arylation of Cyclic N‑Sulfonyl Imines

A rhodium/sulfur–olefin complex catalyzed asymmetric 1,2-addition of arylboronic acids to six-membered 1,2,6-thiadiazinane 1,1-dioxide-type cyclic imines to access highly optically active sulfamides (95–99% ee) has been developed. By taking advantage of the simple functional group transformations, a...

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Bibliographic Details
Published in:Organic letters 2019-07, Vol.21 (13), p.5035-5039
Main Authors: Wu, Chun-Yan, Xu, Ming-Hua
Format: Article
Language:English
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Summary:A rhodium/sulfur–olefin complex catalyzed asymmetric 1,2-addition of arylboronic acids to six-membered 1,2,6-thiadiazinane 1,1-dioxide-type cyclic imines to access highly optically active sulfamides (95–99% ee) has been developed. By taking advantage of the simple functional group transformations, an interesting array of valuable chiral 1,3-diamines with different substitution patterns can be readily obtained in a highly enantioenriched manner.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01633