Rhodium-Catalyzed Reaction of 1-Alkynylphosphines with Water Yielding (<i>E</i>)-1-Alkenylphosphine Oxides
作者:Azusa Kondoh、Hideki Yorimitsu、Koichiro Oshima
DOI:10.1246/bcsj.81.502
日期:2008.4.15
Treatment of 1-alkynylphosphines with a rhodium catalyst in 1,4-dioxane/H2O at reflux provides (E)-1-alkenylphosphine oxides in good yields with perfect stereoselectivity. The reaction proceeds as follows. Oxidative addition of 1-alkynylphosphine to rhodium followed by hydrolysis yields the corresponding terminal alkyne and diphenylphosphine oxide. Rhodium-catalyzed hydrophosphinylation of the terminal alkyne then proceeds to afford (E)-1-alkenylphosphine oxide.