Palladium-catalyzed [3+2] intramolecular cycloaddition of alk-5-enylidenecyclopropanes

被引：57

作者：

Gulías, M

Garcia-Fandino, R

Delgado, A

Castedo, L

Mascareñas, JL

机构：

[1] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

[2] Univ Santiago de Compostela, Unidad Asociada CSIC, Santiago De Compostela 15782, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 02期

关键词：

D O I：

10.1021/ja054487t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Readily accessible alk-5-enylidenecyclopropanes undergo [3 + 2] intramolecular cycloaddition reactions upon treatment with appropriate palladium complexes. The method allows the rapid and efficient assembly of a variety of bicyclo[3.3.0]octane systems with up to three stereocenters. Preliminary theoretical calculations uncovered previously unsuspected mechanistic possibilities based on either a concerted pallada-ene-like rearrangement or a stepwise process involving zwitterionic intermediates. Copyright © 2006 American Chemical Society.

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页码：384 / 385

页数：2

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