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Synfacts 2007(6): 0625-0625  
DOI: 10.1055/s-2007-968506
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Pd(II)-Catalyzed Enantioselective, Aerobic Dialkoxylation of Olefins

Contributor(s): Hisashi Yamamoto, Marina Naodovic
Y. Zhang, M. S. Sigman*
University of Utah, Salt Lake City, USA
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Publication History

Publication Date:
22 May 2007 (online)

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Significance

Reported here is a successful, enantioselective Pd(II)-catalyzed dialkoxylation of olefins. Aerobic oxidation of olefins in the presence of Pd(II) as the key catalyst is known to require Cu(II) salt for the completion of the catalytic cycle. However, if copper is eliminated it is possible to obtain enantiopure products. An interesting mechanism is proposed and the quinone methide intermediate described is very promising for further application.