Sawano T, Ashouri A, Nishimura T, * Hayashi T. * Kyoto University, Japan and A*STAR,
Singapore
Cobalt-Catalyzed Asymmetric 1,6-Addition of (Triisopropylsilyl)acetylene to α,β,γ,δ-Unsaturated
Carbonyl Compounds.
J. Am. Chem. Soc. 2012;
134: 18936-18939
Key words
asymmetric addition - α,β,γ,δ-unsaturated compounds - Duphos - 1,6-addition
Significance
Asymmetric additions of acetylenes to conjugated π-systems have gained growing interest
in recent years (Y. Watanabe et al. J. Org. Chem.
1985, 50, 565; M. Shirakura, M. Suginome Angew. Chem. Int. Ed. 2010, 49, 3827). Herein, a cobalt-catalyzed addition of TIPS-acetylene is described.
Comment
The presented method allows the asymmetric addition of TIPS-acetylene to α,β,γ,δ-unsaturated
carbonyl compounds with high regio- and enantioselectivity.
