The Meyer-Schuster rearrangement of ethoxyalkynyl carbinols

被引:58
作者
Lopez, Susana S. [1 ]
Engel, Douglas A. [1 ]
Dudley, Gregory B. [1 ]
机构
[1] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA
关键词
Meyer-Schuster; gold; alkoxyacetylene; propargyl alcohol; rearrangement;
D O I
10.1055/s-2007-973885
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The combination of electron-rich alkoxyacetylenes and cationic gold catalysts provides excellent reactivity for the Meyer-Schuster rearrangement under mild conditions. Optimization of the reaction conditions with respect to stereoselectivity and investigations into the scope and mechanism of the rearrangement of secondary ethoxyalkynyl carbinols (gamma-ethoxy-substituted propargyl alcohols) to alpha,beta-unsaturated esters are described.
引用
收藏
页码:949 / 953
页数:5
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