Palladium Catalysis Enables Benzylation of [alpha],[alpha]-Difluoroketone Enolates

A palladium-catalyzed decarboxylative benzylation reaction of [alpha],[alpha]-difluoroketone enolates is reported, in which the key C([alpha])-C(sp3) bond is generated by reductive elimination from a palladium intermediate. The transformation provides convergent access to [alpha]-benzyl-[alpha],[alp...

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Published inAngewandte Chemie International Edition Vol. 55; no. 31; p. 9080
Main Authors Yang, Ming-Hsiu, Hunt, Jordan R, Sharifi, Niusha, Altman, Ryan A
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 25.07.2016
EditionInternational ed. in English
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Summary:A palladium-catalyzed decarboxylative benzylation reaction of [alpha],[alpha]-difluoroketone enolates is reported, in which the key C([alpha])-C(sp3) bond is generated by reductive elimination from a palladium intermediate. The transformation provides convergent access to [alpha]-benzyl-[alpha],[alpha]-difluoroketone-based products, and should be useful for accessing biological probes.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201604149