title: Development of Non-C2-symmetric ProPhenol Ligands. The Asymmetric Vinylation of N-Boc Imines.
abstract: The development and application of a new generation of non-C2-symmetric ProPhenol ligands is reported herein. Rational design of the ProPhenol ligand paved the way to the first catalytic and asymmetric vinylation of N-Boc imines via hydrozirconation giving rise to valuable allylic amines in excellent yields and enantioselectivities. The utility of this method was demonstrated by developing the shortest reported asymmetric synthesis of the selective serotonine reuptake inhibitor (SSRI) (-)-dapoxetine.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States.
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States.
authors.forename: Chao-I Joey
authors.initials: CI
authors.lastname: Hung
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States.
authors.forename: Dennis C
authors.initials: DC
authors.lastname: Koester
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States.
authors.forename: Yan
authors.initials: Y
authors.lastname: Miller