Reactions of diterpenoids on solid supports II. Behavior of di- and tricyclic diterpenoids on alumina containing oxidants

The behavior of epimanool (1), epimanool oil, larixol (2), cis-abienol (3) and methyl dehydroabietate (4) on alumina impregnated with oxidants (H₂CrO₄ and KMnO₄) has been studied. This has led to the methyl ketone (5) and norambrenolide (8) - precursors of the perfume substances 14,15,17-trinorlabdane-8,13-dione (6), 8-hydroxy-14,15-bisnorlabd-II-en-13-one (7), and methyl 7-oxodehydroabietate (14). -Levantenolide (11) has been synthesized in one stage from cis-abienol (3)for the first time.Novosibirsk Insitute of Organic Chemistry, Siberian Division of the Russian Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 229–234, March-April, 1995. Original article submitted July 25, 1994.