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Synthesis 2000; 2000(13): 1868-1877
DOI: 10.1055/s-2000-8222
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Synthesis of Agarofuran Antifeedants, Part II: Stereoselective Construction of the Tetrahydrofuran Ring

François-Didier Boyer* , Paul-Henri Ducrot
  • *Unité de Phytopharmacie et Médiateurs Chimiques, I.N.R.A. Route de Saint-Cyr F-78026 Versailles, France; Fax + 33(0)1 30 83 31 19; E-mail: ducrot@versailles.inra.fr
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Publication Date:
31 December 2000 (online)

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This paper describes how to manage the last steps of the synthetic scheme of agarofurans synthesis according to the configurations obtained at C-4a and C-6 during the functionalization of hexahydronaphthalenones derived from a Wieland-Misher ketone in order to obtain either cis- or trans-nor-agarofurans. Synthesis of nor-agarofurans 20, 24 and 29 are described.

antifeedants - agarofuran - Wieland-Mischer ketone - heterocyclisation

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