Palladium-Mediated [2+1]Cycloaddition of Norbornene Derivatives with Ynamides

被引：30

作者：

Clavier, Herve ^{[1
]}

Lepronier, Aymeric ^{[1
]}

Bengobesse-Mintsa, Nathalie ^{[1
]}

Gatineau, David ^{[1
]}

Pellissier, Helene ^{[1
]}

Giordano, Laurent ^{[1
]}

Tenaglia, Alphonse ^{[1
]}

Buono, Gerard ^{[1
]}

机构：

[1] Aix Marseille Univ, CNRS, UMR 7313, iSm2, F-13397 Marseille, France

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 2-3期

关键词：

cycloaddition; cyclopropanes; norbornenes; palladium; phosphorus; ynamides; TOPOISOMERASE-I INHIBITORS; INTRAMOLECULAR CYCLOADDITION; AUSTRALIAN SPONGE; PHOSPHINE OXIDES; BICYCLIC ALKENES; AMPHIMIC ACIDS; FATTY-ACIDS; PRELIGANDS; ALKYNES; METHYLENECYCLOPROPANES;

D O I：

10.1002/adsc.201200903

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient palladium-catalyzed [2+1]cycloaddition between ynamides and norbornenes or norbornadienes is reported. Both phosphapalladacycles and palladium/secondary phosphine oxide catalytic systems were found to be competent for the transformation allowing the preparation of aminomethylenecyclopropanes. The reaction showed general applicability to various functionalized bicyclo[2.2.1]hept-2-enes and ynamides. A chiral phosphapalladacycle was tested to carry out this transformation in an enantioselective fashion.

引用

页码：403 / 408

页数：6

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