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Synlett 1995; 1995(SI): 495-497
DOI: 10.1055/s-1995-5284
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Total Synthesis of Ajugarin-IV and Annonene: A Diels-Alder Approach1

David J. Goldsmith* , Rajendra Deshpande
  • *Department of Chemistry, Emory University, Atlanta, GA 30322, USA
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Publikationsdatum:
31. Dezember 2000 (online)

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A synthesis of the clerodane insecticide ajugarin-IV and the related clerodane diterpene annonene is described. A Diels-Alder construction of the decalin system is employed for both compounds. In the synthesis of annonene a novel high temperature cleavage and Wolff-Kishner reduction of a cyclic acetal is carried out.

synthesis - clerodane - ajugarin-IV - annonene - Diels-Alder