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Synlett 1999; 1999(2): 240-242
DOI: 10.1055/s-1999-2571
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Synthesis of Polyhydroxylated Decalins; a New Strategy Toward the Total Synthesis of Agarfuran Antifeedants

Charles Descoins Jr.* , Giang Vo Thanh, François-Didier Boyer, Paul-Henri Ducrot, Charles Descoins, Jean-Yves Lallemand
  • *Unité de Phytopharmacie et Médiateurs Chimiques, INRA, Route de Saint-Cyr, F-78026 Versailles Cedex, France; Fax 33-0-1 30 83 31 49; E-mail: ducrot@versailles.inra.fr
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Publication History

Publication Date:
31 December 1999 (online)

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This paper describes a new construction strategy for polyhydroxylated decalinic systems through oxidative furan ring opening of 3-(2′-furyl)-2-carbomethoxycyclohexanedione-4-monoethylene ketal 5. The possible functionalization of the decalinic product 6 aimed at the synthesis of antifeeding agarofuran sesquiterpenes, is demonstrated through the preparation of compounds 2-4.

polyhydroxylated decalins - agarofuran - antifeedants - furan - oxidation

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