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Enantioselective C–H Functionalization toward Silicon-Stereogenic Silanes

Chuan He, Wei Yuan

2022Synthesis109 citationsDOI

Abstract

Abstract In recent years, transition-metal-catalyzed enantioselective C–H bond functionalization has emerged as a powerful and attractive synthetic approach to access silicon-stereogenic centers, which provides impetus for the innovation of chiral organosilicon chemistry. This short review summarizes recent advances in the construction of silicon-stereogenic silanes via transition-metal-catalyzed enantioselective C–H functionalization. We endeavor to highlight the great potential of this methodology and hope that this review will shed light on new perspectives and inspire further research in this emerging area. 1 Introduction 2 Enantioselective C–H Functionalization Induced by Oxidative Addition­ of an Aryl-OTf Bond 3 Enantioselective C–H Functionalization Induced by Oxidative Addition­ of a Silacyclobutane 4 Directing-Group-Assisted Enantioselective C–H Functionalization 5 Enantioselective Dehydrogenative C–H/Si–H Coupling 5.1 Enantioselective C(sp2)–H Silylation 5.2 Enantioselective C(sp3)–H Silylation 6 Summary and Outlook

Topics & Concepts

Enantioselective synthesisStereocenterSilanesOrganosiliconChemistrySilylationSurface modificationCombinatorial chemistryOrganic chemistryCatalysisSilanePhysical chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistry
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