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Difluorohomologation of Ketones

Mikhail D. Kosobokov, Vitalij V. Levin, Marina I. Struchkova and Alexander D. Dilman*

*N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Leninsky prosp. 47, Russian Federation, Email: adil25mail.ru

M. D. Kosobokov, V. V. Levin, M. I. Struchkova, A. D. Dilman, Org. Lett., 2015, 17, 760-763.

DOI: 10.1021/acs.orglett.5b00097 (free Supporting Information)


Abstract

A method for the homologation of ketones with the CF2 fragment involves silylation, room-temperature difluorocyclopropanation of silyl enol ethers, and selective ring opening of cyclopropanes under acidic conditions. The whole three-step sequence is conveniently performed in one-pot.

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Key Words

fluorinated carbonyl compounds, homologation


ID: J54-Y2015