Quinoline alkaloids. Part 22. Synthesis of the monoterpenoid quinoline alkaloid, bucharaine
Abstract
Reaction of 4-hydroxy-2-quinolone with geranyl chloride gave the geranyl ether (5a), the C-geranyl derivatives (6) and (7), and the vinylhexenyl derivative (8). The geranyl ether was converted into bucharaine (1) by selective hydroxylation and via mono-epoxidation.