Efficient synthesis of γ-alkylidenetetronic esters by sequential Lewis acid catalyzed [3+2] cyclizations and palladium-catalyzed cross-coupling reactions

被引：33

作者：

Langer, P

Eckardt, T

Schneider, T

Göbel, C

Herbst-Irmer, R

机构：

[1] Univ Gottingen, Inst Organ Chem, D-37077 Gottingen, Germany

[2] Univ Gottingen, Inst Anorgan Chem, D-37077 Gottingen, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 07期

关键词：

D O I：

10.1021/jo005565s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new approach for the synthesis of gamma -alkylidenetetronic acids and esters is reported which involves Me3SiOTf-catalyzed, regio- and stereoselective cyclization of 4-alkoxy-1,3-bis(trimethylsilyloxy)-1,3-butadienes with oxalyl chloride. The a-hydroxy group of the butenolides is efficiently functionalized by palladium-catalyzed cross-coupling reactions via the corresponding enol triflates.

引用

页码：2222 / 2226

页数：5

共 36 条

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