Carbon dioxide-mediated catalytic rearrangement of propargyl alcohols into α, β-unsaturated ketones

Y Sugawara, W Yamada, S Yoshida…

文献索引：Sugawara, Yudai; Yamada, Wataru; Yoshida, Shunsuke; Ikeno, Taketo; Yamada, Tohru Journal of the American Chemical Society, 2007 , vol. 129, # 43 p. 12902 - 12903

全文：HTML全文

被引用次数: 67

摘要

In the presence of a catalytic amount of a silver salt with DBU under a CO2 atmosphere, various tertiary and secondary propargyl alcohols were efficiently converted into the corresponding α, β-unsaturated carbonyl compounds in high yield. An isotopic experiment using C18O2 revealed that carbon dioxide mediated the rearrangement via an intramolecular nucleophilic attack on the alkyne activated by the silver catalyst.