Synfacts 2006(5): 0458-0458  
DOI: 10.1055/s-2006-934443
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of Difunctionalized 1,3-Dienes

Contributor(s): Hisashi Yamamoto, Matthew Boxer
Z. Zhou, P. Wang, M. Cai*
Jiangxi Normal University, Nanchang and Jiujiang University, P. R. of China
Further Information

Publication History

Publication Date:
21 April 2006 (online)

Significance

Dienes have a wide importance throughout synthetic chemistry. While there are many methods for their preparation, this paper provides an excellent protocol for the stereoselective synthesis of Si/Sn 2,3-bis-metallo-dienes. The first step involves hydromagnesiation of alkynyl silanes via titanium catalysis. This vinyl magnesium bromide is then coupled with a vinyl iodide under palladium catalysis.