Synthesis of 11-aminodrim-7-ene from drimenol

摘要

11-Aminodrim-7-ene was synthesized from drimenol in four steps. Drimenol was oxidized into drimenal and its oxime was dehydrated by p-tosylchloride or acetic anhydride in pyridine to form 9-cyano-11-nordrim-7-ene, reduction of which by LiAlH4 in the presence of anhydrous AlCl3 produced 11-aminodrim-7-ene. The reaction of 9-cyano-11-nordrim-7-ene, NaBH4, and CoCl2 center dot 6H(2)O produced a mixture of drimenylamine and 7,8-dihydrodrimenylamine in a 2:1 ratio.