Gold(I)-catalyzed rearrangement of propargylic alcohols to α,β-unsaturated ketones

被引:53
作者
Lee, Sang Ick
Back, Ji Young
Sim, So Hee
Chung, Young Keun [1 ]
机构
[1] Seoul Natl Univ, Coll Nat Sci, Intelligent Text Syst Res Ctr, Seoul 151747, South Korea
[2] Seoul Natl Univ, Coll Nat Sci, Dept Chem, Seoul 151747, South Korea
来源
SYNTHESIS-STUTTGART | 2007年 / 14期
关键词
gold; Meyer-Schuster; rearrangement; alpha; beta-unsaturated ketones; propargylic alcohol;
D O I
10.1055/s-2007-983725
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a gold(I)-catalyzed rearrangement of propargylic alcohols to a,alpha-beta-unsaturated ketones. The reaction might proceed through a dehydration of an alkynol, followed by an addition of water to a cumulene intermediate. The substituents of the alkynol play an important role in the rearrangement.
引用
收藏
页码:2107 / 2114
页数:8
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