The dual-catalyzed boryldifluoroallylation of alkynes: an efficient method for the synthesis of skipped gem-difluorodienes

The Cu/Pd-catalyzed boryldifluoroallylation of alkynes was achieved, providing the corresponding skipped gem-difluorodiene scaffolds with high regio- and stereoselectivity in moderate to excellent yields. This new approach has good functional group compatibility for both alkynes and 3,3-difluoro-sub...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-02, Vol.56 (15), p.2340-2343
Main Authors: Zhuo, Kai-Feng, Xu, Wen-Yan, Gong, Tian-Jun, Fu, Yao
Format: Article
Language:English
Subjects:
Alkynes
Dienes
Esters
Functional groups
Stereoselectivity
Trienes
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Summary:The Cu/Pd-catalyzed boryldifluoroallylation of alkynes was achieved, providing the corresponding skipped gem-difluorodiene scaffolds with high regio- and stereoselectivity in moderate to excellent yields. This new approach has good functional group compatibility for both alkynes and 3,3-difluoro-substituted allylic esters. Moreover, an array of synthetic building blocks, skipped dienes, trienes, and drug mimics can be obtained via further transformations.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08485a