Litcius/Paper detail

Regio‐ and Stereoselective Functionalization Enabled by Bidentate Directing Groups

Jinwon Jeon, Changseok Lee, Inyoung Park, Sungwoo Hong

2021The Chemical Record54 citationsDOI

Abstract

Chelation-assisted C-H bond and alkene functionalization using bidentate directing groups offers an elegant and versatile approach to overcome regiocontrol issues by allowing the catalyst to come into close proximity with the targeted sites. In this personal account, we highlight our recent works in developing regio- and stereocontrolled functionalizations through transition-metal catalysis enabled by bidentate directing groups. We classify our results into two categories: (1) regioselective alkene functionalization using bidentate directing groups, and (2) asymmetric C-H functionalization using chiral bidentate directing groups. Furthermore, density functional theory studies to elucidate the origin of the regio- and stereoselectivity exerted by bidentate directing groups are discussed.

Topics & Concepts

RegioselectivityDenticityAlkeneStereoselectivitySurface modificationChemistryCombinatorial chemistryStereochemistryCatalysisOrganic chemistryMetalPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis