Palladium-Catalyzed Oxidative Wacker Cyclizations in Nonpolar Organic Solvents with Molecular Oxygen: A Stepping Stone to Asymmetric Aerobic Cyclizations
Raissa M. Trend, Yeeman K. Ramtohul, Eric M. Ferreira, Brian M. Stoltz*
*The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division
of Chemistry and Chemical Engineering, California Institute of Technology, 1200
E. California Blvd., MC 164-30, Pasadena, CA 91125, USA, Email:
stoltz
caltech.edu
R. M. Trend, Y. K. Ramtohul, E. M. Ferreira, B. Stoltz, Angew. Chem. Int. Ed., 2003, 42, 2892-2895.
DOI: 10.1002/anie.200351196
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Abstract
Several Pd-catalyzed oxidative cyclizations proceed in excellent yield under simple aerobic conditions. Importantly, this system provided entry into enantioselective catalysis with a readily available Pd-sparteine complex.
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proposed mechanism
Key Words
asymmetric catalysis, homogeneous catalysis, oxidation, oxygen, palladium, lactones, tetrahydrofurans, γ-lactams
ID: J06-Y2003-610
