Synfacts 2008(3): 0271-0271  
DOI: 10.1055/s-2008-1042684
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Effect of the Double Bond Geometry on the Enantioselectivity of ACA

Contributor(s): Hisashi Yamamoto, Marina Naodovic
M. Vuagnoux-d’Augustin, A. Alexakis*
Université de Genève, Switzerland
Further Information

Publication History

Publication Date:
21 February 2008 (online)

Significance

Copper-mediated conjugated addition of organozinc reagents is a well-developed and frequently used methodology. Many accounts witnessing improvements and further development have been published in the past decade. However, this is one of the first publications that tackles the essential dilemmas regarding the stereo­chemical outcome of the reactions and nature of substrates used in this reaction. The authors have conducted series of comprehensive experiments that highlight the importance of several key factors operative in this transformation.