Palladium-Catalyzed Asymmetric Alkylation of β-Keto
Esters

doi:10.1055/s-0029-1219970

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Synfacts 2010(6): 0685-0685
DOI: 10.1055/s-0029-1219970

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Palladium-Catalyzed Asymmetric Alkylation of β-Keto Esters

Contributor(s): Hisashi Yamamoto, Zhi Li
J. Streuff, D. E. White, S. C. Virgil, B. M. Stoltz*
California Institute of Technology, Pasadena, USA

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Publikationsdatum:
20. Mai 2010 (online)

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Significance

This work described a highly efficient synthesis of adjacent chiral quaternary and tertiary carbon stereocenters. The reaction cascade consists of decarboxylative generation of palladium enolate, stereoselective conjugate alkylation of enolate by activated Michael acceptors, and final reductive allylation.