Stereoselective Hydrothiolation of Alkynes Catalyzed by Cesium Base: Facile Access to (Z)-1-Alkenyl Sulfides
Azusa Kondoh, Kazuaki Takami, Hideki Yorimitsu* and Koichiro Oshima
*Department of Material Chemistry, Graduate School of Engineering, Kyoto
University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan, Email:
yori
orgrxn.mbox.media.kyoto-u.ac.jp
A. Kondoh, K. Takami, H. Yorimitsu, K. Oshima, J. Org. Chem., 2005, 70, 6468-6473.
DOI: 10.1021/jo050931z
Abstract
The reaction of an alkyne with an alkanethiol in the presence of a catalytic
amount of cesium carbonate and TEMPO as a radical inhibitor in DMSO provides the
corresponding 1-alkenyl alkyl sulfide adduct in good yield with high Z-selectivity.
see article for more examples
Key Words
ID: J42-Y2005-1030
