Thermodynamically favored aldol reaction of propargyl or allenyl esters: Regioselective synthesis of carbinol allenoates

被引:83
|
作者
Xu, Bo [1 ]
Hammond, Gerald B. [1 ]
机构
[1] Univ Louisville, Dept Chem, Louisville, KY 40292 USA
关键词
aldol reaction; alkynes; isomers; propargyl esters; thermodynamic control;
D O I
10.1002/anie.200704221
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Retroaldol regains control: A countercation may exert an important effect in promoting thermodynamic control in the TBAF-mediated aldol reaction of propargyl or allenyl esters (or a mixture of both) to produce, under mild conditions, carbinol allenoates exclusively (see scheme; TBAF = tetra-n-butylammonium fluoride). (Chemical Equation Presented) © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:689 / 692
页数:4
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