Rh(III)-Catalyzed Diastereodivergent Spiroannulation of Cyclic Imines with Activated Alkenes

Rh­(III)-catalyzed [3 + 2] annulation of cyclic N-sulfonyl or N-acyl ketimines with activated alkenes has been realized, leading to the synthesis of spirocycles with three continuous stereogenic centers. This atom-economic reaction proceeded efficiently under mild and redox-neutral conditions via a...

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Bibliographic Details
Published in:Organic letters 2017-10, Vol.19 (19), p.5402-5405
Main Authors: Liu, Bingxian, Hu, Panjie, Zhang, Ying, Li, Yunyun, Bai, Dachang, Li, Xingwei
Format: Article
Language:English
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Summary:Rh­(III)-catalyzed [3 + 2] annulation of cyclic N-sulfonyl or N-acyl ketimines with activated alkenes has been realized, leading to the synthesis of spirocycles with three continuous stereogenic centers. This atom-economic reaction proceeded efficiently under mild and redox-neutral conditions via a C–H activation pathway, and the coupling is diastereodivergent, with the diastereoselectivity being controlled by silver additives.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b02678