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Synfacts 2009(8): 0872-0872
DOI: 10.1055/s-0029-1217416
DOI: 10.1055/s-0029-1217416
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Palladium/Quinox-Catalyzed Wacker-Type Oxidation of Terminal Olefins
B. W. Michel, A. M. Camelio, C. N. Cornell, M. S. Sigman*
University of Utah, Salt Lake City, USA
Further Information
Publication History
Publication Date:
23 July 2009 (online)
Significance
Protected allylic alcohols among other terminal olefins undergo a successful Wacker-type oxidation using TBHP as an oxidant under palladium-catalyzed conditions. The idea of introducing a bidentate ligand to alleviate anti-Markovnikov products is discussed. It is found that the use of quinoline-2-oxazoline (Quinox) ligand is very crucial.