| Abstract: | 20-Deoxoluteone has been synthesized from sclareol. Sclareol was brominated with phosphorus tribromide to form a mixture of primary allyl bromides, from which, by the malonic synthesis, a mixture of bicyclogeranylgeranylacetic acids was obtained which was cyclized with fluorosulfonic acid to form a mixture of two diastereomeric δ-lactones. The predominating lactone was converted by successive reduction with lithium tetrahydroaluminate, oxidation with oxalyl chloride in dimethyl sulfoxide, reaction with methylmagnesium iodide, and oxidation by the chromium trioxide/pyridine complex into 20-deoxyluteone. Institute of Chemistry, Moldavian SSR Academy of Science, Kishinev. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 346–353, May–June, 1990. |
