Enantioselective synthesis of -albicanol

Fig. (6). A simple and enantioselective synthesis of (+)-albicanol (66) is desccribed. The hydroxy-ketone (60), prepared from the (-) Wieland-Miescher ketone, undergoes ring cleavage with lead tetra-acetate in methanol. The resulting product on ketalization leads the formation of the product (61) which is converted to oxime (63) by the standard reactions. Intramolecular cyclization followed by reductive hydrolysis and methylenation afforded (+)- albicanol (66).

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