Catalytic Intermolecular Aldehyde-Ketone Coupling via Acyl Phosphonates

被引:54
|
作者
Demir, Ayhan S. [1 ]
Esiringue, Iker [1 ]
Gollu, Mehmet [1 ]
Reis, Oemer [1 ]
机构
[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey
来源
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 05期
关键词
NUCLEOPHILIC ACYLATION; ANION EQUIVALENTS; BENZOIN REACTIONS; ACYLPHOSPHONATES; REARRANGEMENT; DONOR;
D O I
10.1021/jo8026627
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first catalytic intermolecular aldehyde-ketone coupling via acyl phosphonate is reported. Acyl phosphonates are potent acyl anion precursors, which generate acyl anion equivalents under the influence of cyanide anion via phosphonate-phosphate rearrangement. These anions readily react with activated ketones to form acyloin type coupling in 41-95% yields.
引用
收藏
页码:2197 / 2199
页数:3
相关论文
共 50 条