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Ring-Opening Diarylation of Siloxydifluorocyclopropanes by Ag(I) Catalysis: Stereoselective Construction of 2‑Fluoroallylic Scaffold

A silver-catalyzed, defluorination ring-opening diarylation of siloxy 2,2-difluorocyclopropanes, with two arenes, to directly prepare polysubstituted 2-fluoroallylic compounds, is described. This multicomponent reaction proceeds smoothly in good stereoselectivity, which is due to a chelation-control...

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Bibliographic Details
Published in:Organic letters 2017-12, Vol.19 (24), p.6542-6545
Main Authors: Song, Xiaoning, Xu, Cong, Du, Dongxu, Zhao, Ziming, Zhu, Dongsheng, Wang, Mang
Format: Article
Language:English
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Summary:A silver-catalyzed, defluorination ring-opening diarylation of siloxy 2,2-difluorocyclopropanes, with two arenes, to directly prepare polysubstituted 2-fluoroallylic compounds, is described. This multicomponent reaction proceeds smoothly in good stereoselectivity, which is due to a chelation-controlled addition of arenes to α-fluorinated ketone intermediate.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03254