Facile, Efficient and Chemoselective Palladium(0)-Catalyzed Isomerization of 2-Vinylidenehydrofurans into Valuable Functionalized 1,3-Dienes

Laurence Wavrin; Cyril Nicolas; Jacques Viala; Jean Rodriguez

doi:10.1055/s-2004-829570

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Facile, Efficient and Chemoselective Palladium(0)-Catalyzed Isomerization of 2-Vinylidenehydrofurans into Valuable Functionalized 1,3-Dienes

Laurence Wavrin, Cyril Nicolas, Jacques Viala*, Jean Rodriguez*
Université Paul Cézanne (UIII), Laboratoire SymBio, UMR-CNRS 6178, Centre de St Jérôme, boîte D12, 13397 Marseille Cedex 20, France
Fax: +33(4)91288841; e-Mail: jean.rodriguez@univ.u-3mrs.fr;

Abstract

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Abstract

Highly sensitive functionalized 2-vinylidene-hydrofurans undergo a facile, clean and chemoselective Pd(0)-catalyzed isomerization leading to stable and valuable 3-oxa-1,3-dienes precursor of polycyclic systems found in bioactive natural products through Diels-Alder reaction.

Key words

2-vinylidenehydrofurans - Pd(0)-catalyzed isomerization - 3-oxa-1,3-dienes - Diels-Alder

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