Mechanistic insights into the palladium-induced domino reaction leading to ketones from benzyl β-ketoesters:: First characterization of the enol as an intermediate

被引：30

作者：

Detalle, JF ^{[1
]}

Riahi, A ^{[1
]}

Steinmetz, V ^{[1
]}

Hénin, F ^{[1
]}

Muzart, J ^{[1
]}

机构：

[1] Univ Reims, CNRS, Unite Mixte Rech React Select & Applicat, F-51687 Reims 2, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 20期

关键词：

D O I：

10.1021/jo049464w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The monitoring by UV spectroscopy of the Pd-catalyzed hydrogenolysis in acetonitrile of 2-methyl-2-benzyloxycarbonyl-1-indanone and 2-methyl-2-benzyloxycarbonyl-1-tetralone showed the successive formation of corresponding beta-ketoacids and enols to deliver finally the ketones. Some factors which influence the stability of the intermediates are determined. In contrast to the above benzyl beta-ketoesters, the enol was not detected from benzyl (2-methylinden-3-yl) carbonate.

引用

页码：6528 / 6532

页数：5