4.8 Article

Organocatalytic Nucleophilic Substitution Reaction of gem-Difluoroalkenes with Ketene Silyl Acetals

Journal

ORGANIC LETTERS
Volume 21, Issue 7, Pages 2277-2280

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00566

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Funding

  1. Japan Society for the Promotion of Science (JSPS) [JP16H06354, JP16K05680]

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An organocatalytic nucleophilic substitution reaction of gem-difluoroalkenes with ketene silyl acetals was developed. Phosphazene P4-tBu effectively catalyzed the reaction under mild conditions to provide monofluoroalkenes possessing an alkoxycarbonylmethyl group in high yields with high Z selectivities.

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