Synlett 2004(10): 1820-1822  
DOI: 10.1055/s-2004-829570
LETTER
© Georg Thieme Verlag Stuttgart · New York

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;
Further Information

Publication History

Received 9 April 2004
Publication Date:
15 July 2004 (online)

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.