Total Synthesis of Ajugarin-IV and Annonene: A Diels-Alder Approach1

Abstract
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.

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