%A P Wipf
%A N Jayasuriya
%J Chirality
%T Chiral ligand optimization in the asymmetric zirconium-zinc transmetalation aldehyde addition reaction
%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 ?-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.
%N 3-4
%P 425 - 430
%V 20
%D 2008
%R 10.1002/chir.20468
%L pittir20680