Enantioselective synthesis of acyclic monohydrosilanes by steric hindrance assisted C–H silylation
Delong Mu, Shuqiong Pan, Xiaoyu Wang, Xiaoyun Liao, Yong Huang, Jiean Chen
Abstract
intermolecular dehydrogenative C-H silylation is developed. The strategy tolerates a variety of thianaphthene and thiophene derivatives, giving rise to a wide range of silicon-stereogenic acyclic monohydrosilanes. Several rare skeletons featuring bis-silicon-stereogenic centers were also designed to enhance the library's diversity further. Preliminary mechanistic studies reveal that the surrounding spatial environment of the Si-center plays a crucial role in enabling intermolecular C-H silylation preferentially.
Topics & Concepts
StereocenterDesymmetrizationSilylationSteric effectsEnantioselective synthesisIntermolecular forceChemistryRhodiumThiopheneStereochemistryCatalysisCombinatorial chemistryOrganic chemistryMoleculeOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions