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Many drimane and homodrimane sesquiterpenoids, including those with nitrogen, exhibit various types of a biological activity: antifungal, antibacterial, antiviral, cytotoxic, antifeedant, etc. [1]. Therefore, the development of synthetic methods for these compounds is of a scientifi c and practical importance. In a search for new biologically active compounds and in continuation of our group’s investigations of obtaining nitrogen-containing sesquiterpenoids [2-5], in the present paper the synthesis of new drimane and homodrimane lactams by the Beckmann rearrangement of some ketoximes is described. Earlier Grant et al. reported the preparation of amides 1-4 by the Beckmann rearrangement of Zand Eisomers of oxime 5 obtained from 14,15-dinorlabd-8(17)-en-13-one 6 [6]. Then, Barrero et al. described a multi-step synthesis of amide 7 from (-)-sclareol [7]. Later, amides 8 and 9 were synthesized by the Beckmann rearrangement of oxime 10 of 11-dihomodriman-8α-ol-12-one 11 [8] (Figure 1).

Synthesis of New Drimane and Homodrimane Lactams by Beckmann Rearrangement of Some Ketoximes