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Oxidative transformations of cembrane diterpenoids I. Oxidation of cembrene with chromium trioxide
Authors:V. A. Raldugin   V. K. Fedorov  V. A. Pentegova
Abstract:Summary 1. The oxidation of cembrene with chromium trioxide in aqueous sulfuric acid (the Jones reagent) and in aqueous acetone has given norcembra-2,7,11-trien-4-one, norsolanadione, (3E, 8E)-5-isopropyl-8-methyltrideca-3,8-diene-2,12-dione, and five new compounds the structures of which have been established on the basis of their spectra.2. Oxidation with chromium trioxide in aqueous acetone, in contrast to oxidation with the Jones reagent, takes place stereospecifically—the C11-C12 double bond of cembrene is not affected.Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 313–320, May–June, 1976.
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