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Synfacts 2009(10): 1110-1110  
DOI: 10.1055/s-0029-1217916
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Pd-Catalyzed Kinetic Resolution of 1-Alkyl-2-methylenecyclopropanes

Contributor(s): Hisashi Yamamoto, Zhi Li
T. Ohmura, H. Taniguchi, M. Suginome*
Kyoto University, Japan
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Publication History

Publication Date:
22 September 2009 (online)

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Significance

Racemic 1-alkyl-2-methylenecyclopropanes undergo silaborative C-C bond cleavage kinetic resolution catalyzed by a palladium complex bearing a chiral phosphoramidite. Interaction of the double bond with palldium species favor the less hindered face of the olefin, therefore different vinylic C-C bonds are cleaved in the two enantiomers.