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Rhodium‐Catalyzed Synthesis of Chiral Monohydrosilanes by Intramolecular C−H Functionalization of Dihydrosilanes

Wenpeng Ma, Li‐Chuan Liu, Kun An, Tao He, Wei He

2020Angewandte Chemie International Edition97 citationsDOI

Abstract

Abstract The preparation of chiral monohydrosilanes remains a rarely achieved goal. To this end a Rh‐catalyzed desymmetrization of dihydrosilanes by way of intramolecular C(sp 2 )−H functionalization under simple and mild conditions has now been developed. This method provides easy access to a broad range of chiral monohydrosilanes in good yields with excellent enantioselectivities (up to >99 % ee ). The resulting monohydrosilanes constitute a good platform to access stereogenic silicon compounds, as well as useful compounds to probe silicon stereochemistry.

Topics & Concepts

DesymmetrizationStereocenterIntramolecular forceRhodiumSurface modificationCatalysisChemistrySiliconCombinatorial chemistryStereochemistryEnantioselective synthesisOrganic chemistryPhysical chemistryOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions