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Catalytic Enantioselective Conia-Ene Reaction

Britton K. Corkey and F. Dean Toste*

*Department of Chemistry, University of California, Berkeley, California 94720, Email: fdtosteberkeley.edu

B. K. Corkey, F. D. Toste, J. Am. Chem. Soc., 2005, 127, 17168-17169.

DOI: 10.1021/ja055059q (free Supporting Information)


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Abstract

An enantioselective Conia-ene reaction of acetylenic β-dicarbonyl compounds employs a DTBMSegphos-Pd(II)/Yb(III) dual catalyst system that allows for the asymmetric synthesis of all-carbon quaternary centers and generates a methylene cyclopentane containing an alkene that can be further manipulated.

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Gold(I)-Catalyzed Conia-Ene Reaction of β-Ketoesters with Alkynes

J. J. Kennedy-Smith, S. T. Staben, F. D. Toste, J. Am. Chem. Soc., 2004, 126, 4526-4527.


Key Words

Conia Ene Reaction, Active methylenes, Cyclopentanes


ID: J48-Y2004-3210