Recent Publications
Recent Publications

The group publishes a Copper-Catalyzed Asymmetric Defluoroborylation of 1-(Trifluoromethyl)Alkenes on Chem. Congrats Gao! 

ABSTRACT: Modern drug discovery relies on advance in chemical synthesis to address challenges from designing new pharmaceutical agents. Replacement of a carbonyl with the corresponding gem-difluoroalkene, a carbonyl isostere, has been demonstrated to provide bioactive substrates still recognized by their target. However, this potentially valuable carbonyl mimic has not been more extensively evaluated, possibly because the conventional routes to construct the gem-difluoroethylene motif involve a functional-group interconversion relying on highly reactive intermediates, organometallic reagents, or harsh reaction conditions. Our methodology enables C-F activation of 1-(trifluoromethyl)alkenes via a defluoroborylation process to produce a diverse array of enantioenriched gem-difluoroallylboronates. We anticipate that the strategy based on the diversity of boron chemistry will simplify the synthesis and structural elaboration of gem-difluoroalkene targets in chemistry, biology, and medicine.