Direct Access to β-Oxodiazo Compounds by Copper(II)-Catalyzed Oxidative Rearrangement of Stabilized Vinyl Diazo Derivatives

被引：37

作者：

Barluenga, Jose ^{[1
]}

Lonzi, Giacomo ^{[1
]}

Riesgo, Lorena ^{[1
]}

Tomas, Miguel ^{[1
]}

Lopez, Luis A. ^{[1
]}

机构：

[1] Univ Oviedo, CSIC, Unidad Asociada, Inst Univ Quim Organomet Enrique Moles, E-33071 Oviedo, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 45期

关键词：

O-H INSERTION; CARBONYL-COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; DIAZOCARBONYL; CYCLOPROPANATION; CASCADE; OLEFINS;

D O I：

10.1021/ja208965b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The copper(II)-catalyzed reaction of alkenyldiazo compounds with iodosylbenzene leading to beta-oxodiazo derivatives is reported. This process occurs via an unprecedented 1,2-shift of the diazoacetate function. A selection of the synthetic applications of a representative member of this new class of functionalized diazo derivatives in the regioselective synthesis of substituted 1,4-dicarbonyl compounds is also reported.

引用

页码：18138 / 18141

页数：4

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