Starting from the intramolecular [2+2] cycloaddition of 2,6-dimethyl-2-(3,4-dimethyl-3-cyclohexenyl)-4H-1,3-dioxin-4-one, (±)-valeranone, a cis-decalone sesquiterpenoid from Valeriana officinalis, was totally synthesized in stereoselective fashion.
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Takeshita et al. (1993) studied this question.
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