Abstract
Δ12- and Δ13(14)-Iso-20-deoxyluteones have been synthesized from 13E- and 13Z-bicyclogeranylgeranylacetones. The latter were reduced to the corresponding alcohols, which were acetylated, and the acetates obtained were cyclized with fluorosulfonic acid in nitropropane. The reaction product was saponified to a mixture of tricyclic alcohols which were oxidized with the chromium trioxidepyridine complex to a mixture of Δ12- and Δ13(14)-iso-20-deoxyluteones and this was separated chromatographically.
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Institute of Chemistry, Academy of Sciences of the Moldavian SSR, Kishinev. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 793–801, November–December, 1985.
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Vlad, P.F., Ungur, N.D. Cyclization and rearrangement of diterpenoids. IV. Synthesis of Δ12- and Δ13(14)-iso-20-deoxyluteones. Chem Nat Compd 21, 752–759 (1985). https://doi.org/10.1007/BF00576213
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DOI: https://doi.org/10.1007/BF00576213