TRANSITION-METAL-CATALYZED DECOMPOSITION OF DIAZO(TRIALKYLSILYL)-ACETATES - INTERMOLECULAR FORMATION AND TRAPPING OF CARBONYL YLIDES

被引：67

作者：

ALT, M ^{[1
]}

MAAS, G ^{[1
]}

机构：

[1] UNIV KAISERSLAUTERN,FACHBEREICH CHEM,D-67663 KAISERSLAUTERN,GERMANY

来源：

TETRAHEDRON | 1994年 / 50卷 / 25期

关键词：

D O I：

10.1016/S0040-4020(01)90472-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transition-metal-catalyzed decomposition of diazoesters 2 in the presence of benzaldehyde, crotonaldehyde, or acetaldehyde generates carbonyl ylides which can be trapped with dimethyl fumarate, dimethyl maleate, and dimethyl acetylenedicarboxylate to give tetrahydrofurans 4,6,7, and 8 and dihydrofuran 10, respectively. Decomposition of 2a in the presence of benzaldehyde and methyl cyanoformate affords no products derived from a carbonyl ylide, but rather the oxazole 12. X-ray crystal structures of 4a and 6 are provided.

引用

页码：7435 / 7444

页数：10

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