47.A Thiourea-Oxazoline Library with Axial Chirality: Ligand Synthesis and Studies of the Palladium-Catalyzed Enantioselective Bis(methoxycarbonylation) of Terminal Olefins

Y. X.  Gao, L. Chang, H. Shi, B. Liang, K. Wongkhan, D. Chaiyaveij, A.S. Batsanov, T. B. Marder*, C. C. Li*, Z.n Yang*, Y. Huang*

Adv, Synth Catal. 2010, 352, 1955

We report herein the synthesis of novel chiral S,N-heterobidentate thiourea-oxazoline ligands and their application to palladium-catalyzed enantioselective bis(methoxycarbonylation)s of terminal olefins under mild conditions. Copper salts were found to play multiple roles in this reaction. Substituted 2-phenylsuccinates were obtained in >90% yield and up to 84% ee under optimized conditions.