Defluorinative C–C Bond-Forming Reaction of Trifluoromethyl Alkenes with <i>gem</i>-(Diborylalkyl)lithiums
Haeun Kim, Yujin Jung, Seung Hwan Cho
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.
Topics & Concepts
TrifluoromethylChemistryDouble bondTriple bondCombinatorial chemistryReaction conditionsOrganic chemistryMedicinal chemistryStereochemistryCatalysisAlkylFluorine in Organic ChemistryChemical Synthesis and AnalysisOrganoboron and organosilicon chemistry