A new route to the pavine (5,6,11,12-tetrahydro-5,11-imino-13-methyldibenzo[a,e]cyclo-octene) skeleton: synthesis of (±)-argemonine
Abstract
A new route to the pavine skeleton was investigated starting from the readily accessible tetrahydro-6,12-methanodibenz[c,f]azocine (1,RH or Me); an efficient synthesis of a typical pavine alkaloid (±)-argemonine (6, R = OMe) from (1, R = OMe) was accomplished in 53% overall yield.