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Direct Access to α,β-Unsaturated Ketones via Rh/MgCl<sub>2</sub>-Mediated Acylation of Vinylsilanes

Xuezu Deng, Ziyan Chen, Yang Song, Fei Xue, Motoki Yamane, Yanni Yue

2021The Journal of Organic Chemistry11 citationsDOI

Abstract

We report herein the facile and practical construction of α,β-unsaturated ketones via rhodium-catalyzed direct acylation of vinylsilanes with readily available and abundant carboxylic acids. This protocol features access to a diverse array of synthetically useful functionalities with moderate to excellent yields. More importantly, the late-stage functionalization of pharmaceuticals was also realized with synthetically useful yield.

Topics & Concepts

ChemistryAcylationRhodiumYield (engineering)CatalysisSurface modificationCombinatorial chemistryOrganic chemistryCarboxylic acidMaterials sciencePhysical chemistryMetallurgyCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms
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