Synthesis of Silacyclohexanones from Divinylsilanes and Allylamines by a Rh-Catalyzed Cyclization
Jiawei Guo, Song Liu, Qinjiao Pang, Hongyun Zhang, Lu Gao, Li Chen, Zhenlei Song
Abstract
An efficient synthesis of silacyclohexanones bearing a variety of silyl substituents has been developed by a [Rh(coe)2Cl]2/PCy3-catalyzed cyclization of divinylsilanes with Jun’s allylamine. The silacyclohexanones can be oxidized with DDQ to give the corresponding silacyclohexadienones, which are further transformed into silicon analog of 2-deoxystreptamine or exo-alkylidenesilacyclohexadienes.
Topics & Concepts
AllylamineChemistrySilylationCatalysisMedicinal chemistryBearing (navigation)Combinatorial chemistryStereochemistryOrganic chemistryGeographyPolymerCartographyPolyelectrolyteOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms