화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.143, No.2, 1195-1202, 2021
Enantioselective Alkylamination of Unactivated Alkenes under Copper Catalysis
An enantioselective addition reaction of various alkyl groups to unactivated internal alkenes under Cu catalysis has been developed. The reaction uses amide-linked aminoquinoline as the directing group, 4-alkyl Hantzsch esters as the donor of alkyl radicals, and rarely used biaryl diphosphine oxide as a chiral ligand beta-lactams featuring two contiguous stereocenters at C beta and the beta substituent can be obtained in good yield with excellent enantioselectivity. Mechanistic studies indicate that a nucleophilic addition of the alkyl radical to Cu-II-coordinated alkene is the enantio-determining step.