J. Uenishi, Katsuaki Matsui, H. Ohmiya
Jul 1, 2002
Citations
0
Influential Citations
38
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract The stereoselective Sonogashira coupling of 1,1-dibromo-1-alkene was described. The use of PdCl 2 (dppf) as a catalyst with trialkylsilylacetylene in benzene selectively gave the ( Z )-bromoenyne ( 2a ) along with small amounts of the enediyne ( 3a ). Based on the experimental results, a mechanism of the selectivity was proposed. The bromoenyne was coupled with some electrophiles to give the substituted ( Z )-bromoenynes after deprotection of the terminal silyl group.