Synfacts 2006(10): 1039-1039  
DOI: 10.1055/s-2006-949320
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Conjugate Addition and Subsequent Enolate Trapping with Electrophiles

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
X. Rathgeb, S. March, A. Alexakis*
University of Geneva, Switzerland
Further Information

Publication History

Publication Date:
21 September 2006 (online)

Significance

Asymmetric conjugate addition is one of the most powerful methods for C-C bond formation at the β-carbon. The potential exists for further elaboration at the α-carbon by in situ trapping of the metal enolate with electrophiles. The authors describe trapping of poorly reactive zinc enolates with activated electrophiles giving good to high yields and trans/cis products with excellent enantioselectivity.