Defluorinative C–C Bond-Forming Reaction of Trifluoromethyl Alkenes with <i>gem</i>-(Diborylalkyl)lithiums

Abstract

We report the transition-metal-free defluorinative C-C bond-forming reaction of trifluoromethyl alkenes with gem-(diborylalkyl)lithiums. This synthetic strategy provides access to a variety of 4,4-difluoro homoallylic diboronate esters, which serve as versatile intermediates in the efficient preparation of valuable gem-difluoroalkene derivatives. Further synthetic modifications are conducted to demonstrate the synthetic utility of the obtained 4,4-difluoro homoallylic diboronate esters. © 2022 American Chemical Society. All rights reserved.