A Biocatalytic Platform for Synthesis of Chiral α-Trifluoromethylated Organoborons.

ABSTRACT: There are few biocatalytic transformations that produce fluorine-containing molecules prevalent in modern pharmaceuticals. To expand the scope of biocatalysis for organofluorine synthesis, we have developed an enzymatic platform for highly enantioselective carbene B-H bond insertion to yield versatile α-trifluoromethylated (α-CF₃) organoborons, an important class of organofluorine molecules that contain stereogenic centers bearing both CF₃ and boron groups. In contrast to current "carbene transferase" enzymes that use a limited set of simple diazo compounds as carbene precursors, this system based on Rhodothermus marinus cytochrome c (Rma cyt c) can accept a broad range of trifluorodiazo alkanes and deliver versatile chiral α-CF

SUBMITTER: Huang X 

PROVIDER: S-EPMC6396380 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature