Mercuric triflate-catalyzed reaction of propargyl acetates with water leading vinyl ketones.
[reaction: see text]. Reaction of propargyl acetate with water catalyzed by Hg(OTf)2 afforded vinyl ketone as the major product along with a dimeric vinyl mercuric product and normal hydration products in small amounts. The reaction is an alternative to the Meyer-Schuster and Rupe rearrangement applicable to primary alcohols, although the mechanism is entirely different.
Imagawa
Hiroshi
H
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
Asai
Yumiko
Y
Takano
Hiroto
H
Hamagaki
Hitomi
H
Nishizawa
Mugio
M