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Chiral Transient Directing Groups in Transition-Metal-Catalyzed Enantioselective C–H Bond Functionalization

Maria I. Lapuh, Sara Mazeh, Tatiana Besset

2020ACS Catalysis141 citationsDOI

Abstract

Transition-metal-catalyzed C–H bond functionalization has known a rapid evolution in the last years, offering modern strategies for reaching high molecular complexity in a step- and atom-economical way. Despite the indisputable advances, selectivity issues still remain, given the ubiquity of C–H bonds on molecules; thus, several approaches have been developed to tackle this challenge. Among them, the use of a transient directing group has emerged as an effective tool, circumventing the need for extra synthetic steps to install and then cleave a directing group on the molecule. More recently, this strategy has been successfully applied to the even more challenging transition-metal-catalyzed enantioselective C–H bond functionalization. This review will highlight and discuss the main advances made in the use of a chiral transient directing group for the enantioselective functionalization of C(sp 2 )–H and C(sp 3 )–H bonds by transition-metal catalysis.

Topics & Concepts

Enantioselective synthesisSurface modificationCatalysisCombinatorial chemistryTransition metalMoleculeChemistryNanotechnologyMaterials scienceOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis
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