Aminohydroxyphosphine ligand for the copper-catalyzed enantioselective conjugate addition of organozinc reagents.
An alanine-derived aminohydroxyphosphine ligand was developed for copper-catalyzed asymmetric conjugate addition of organozinc reagents to alpha,beta-unsaturated carbonyl compounds. This new tridentate ligand induces consistently high enantioselectivity in reactions of a variety of acyclic substrates. Theoretical mechanistic analysis suggests that the C-C bond formation takes place through a highly ordered transition state by the coordination of the phosphorus and nitrogen atoms to the copper(III) and zinc(II) atoms, respectively, and of the oxygen anion to both the metal centers.
Hajra
Alakananda
A
Department of Chemistry, University of Tokyo, Bunkyo-ku, Tokyo 113-0033, Japan.
Yoshikai
Naohiko
N
Nakamura
Eiichi
E