Mercuric triflate-catalyzed reaction of propargyl acetates with water leading vinyl ketones

被引：38

作者：

Imagawa, H ^{[1
]}

Asai, Y ^{[1
]}

Takano, H ^{[1
]}

Hamagaki, H ^{[1
]}

Nishizawa, M ^{[1
]}

机构：

[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Tokushima 7708514, Japan

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 03期

关键词：

D O I：

10.1021/ol0527431

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：447 / 450

页数：4

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