Ir-Catalyzed Enantioselective, Intramolecular Silylation of Methyl C-H Bonds.

ABSTRACT: We report highly enantioselective intramolecular, silylations of unactivated, primary C(sp³)-H bonds. The reactions form dihydrobenzosiloles in high yields with excellent enantioselectivities by functionalization of enantiotopic methyl groups under mild conditions. The reaction is catalyzed by an iridium complex generated from [Ir(COD)OMe]₂ and chiral dinitrogen ligands that we recently disclosed. The C-Si bonds in the enantioenriched dihydrobenzosiloles were further transformed to C-Cl, C-Br, C-I, and C-O bonds in final products. The potential of this reaction was illustrated by sequential C(sp³)-H and C(sp²)-H silylations and functionalizations, as well as diastereoselective C-H silylations of a chiral, natural-product derivative containing mul

SUBMITTER: Su B 

PROVIDER: S-EPMC5809130 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature