%0 Journal Article
%@ 0899-0042
%A Wipf, P
%A Jayasuriya, N
%D 2008
%F pittir:20680
%J Chirality
%N 3-4
%P 425 - 430
%T Chiral ligand optimization in the asymmetric zirconium-zinc transmetalation aldehyde addition reaction
%U http://d-scholarship-dev.library.pitt.edu/20680/
%V 20
%X The in situ hydrozirconation-transmetalation-aldehyde addition process is a convenient method for the generation of allylic alcohols. Ongoing research has focused on enhancing the enantioselectivity and substrate scope of this process. A chiral β-amino thiol scaffold was evaluated in the addition reaction. Amino thiols tend to provide the highest ee's, in part due to the higher affinity of sulfur for zinc over zirconium. A class of valine-based thiol ligands was identified to be effective for the formation of enantiomerically enriched allylic alcohols in terms of low ligand loading and high % ee. © 2007 Wiley-Liss, Inc.