Asymmetric Reductive Heck Cyclization of 3-(Adamantan-1-yl)-1-(2-bromophenyl)prop-2-en-1-one: Highly Enantioselective Synthesis of 3-(Adamantan-1-yl)indan-1-one

Abstract

Intramolecular asymmetric Heck reaction of sterically hindered 3-(adamantan-1-yl)-1-(2-bromophenyl)prop-2-en-1-one, catalyzed by a semicorrin nickel complex and a bisphosphine palladium complex, was studied. The nickel-containing catalytic system offers the advantage that it provides that the enantiomeric excess for the resulting 3-(adamantan-1-yl)indan-1-one of 97%.