Abstract
The photooxidation of cembrene by singlet oxygen is a stereoselective reaction and it is stereochemically similar to the epoxidation of cembrene by peracids. From the mixture of the photooxidation products of cembrene after its treatment with sodium tetrahydroborate four allyl alcohols have been isolated and the structures of two of them, previously undescribed, have been established on the basis of their spectral characteristics. The main component of these alcohols is cembra-2E, 4Z, 7E, 10E-tetraen-12S-ol.
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Additional information
Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 60–67, January–February, 1981.
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Raldugin, V.A., Salenko, V.L., Yaroshenko, N.I. et al. Oxidative transformations of cembrane diterpenoids IV. Photooxidation of cembrene. Chem Nat Compd 17, 54–60 (1981). https://doi.org/10.1007/BF00566435
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DOI: https://doi.org/10.1007/BF00566435