Synfacts 2007(9): 0957-0957  
DOI: 10.1055/s-2007-968856
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Conjugate Reduction of 3,3-Diarylacrylonitriles

Contributor(s): Mark Lautens, Frédéric Ménard
D. Lee, Y. Yang, J. Yun*
Sungkyunkwan University, Suwon, Korea
Further Information

Publication History

Publication Date:
23 August 2007 (online)

Significance

The report represents an important extension to a reaction recently disclosed by the same group (Angew. Chem. Int. Ed. 2006, 45, 2785). The previous communication described addition to related conjugated systems flanked with small alkyl groups instead of the Ar group shown in 1. The authors show that the copper-catalyzed conjugate hydride addition occurs with excellent enantiotopic selectivity even in the absence of large steric difference between the aryl substituents of 1.