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Synfacts 2010(11): 1263-1263  
DOI: 10.1055/s-0030-1258809
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Wacker-Type Cyclization Catalyzed by Pd-SPRIX

Contributor(s): Hisashi Yamamoto, Kimberly Griffin
K. Takenaka, S. C. Mohanta, M. L. Patil, C. V. L. Rao, S. Takizawa, T. Suzuki, H. Sasai*
Osaka University, Japan
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Publication History

Publication Date:
21 October 2010 (online)

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Significance

Diketones have previously been shown to undergo Wacker-type cyclizations: 5-exo-trig cyclizations lead to furan rings, and pyran rings are formed through 6-endo-trig cyclizations. The first enantioselective 6-endo-trig Wacker-type cyclization is described here, catalyzed by a palladium spiro bis(isoxazoline) (SPRIX) complex.