The chemical transformation of of α-santonin (I) into yomogin (II) was investigated. Introduction of an oxygen function at C-8 of trienone (V) was effected by tert-butyl chromate to give dione (VII), Partial reductive lactonization converted VII to XIII-XV. Phenylselenenylation of XIII gave XVI which was then syn-eliminated to give yomogin (II).
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Yamakawa et al. (1976) studied this question.
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