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
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 04期
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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