Synthesis of naucléfine, angustidine, angustine, and (±)-13b, 14-dihydroangustine
Abstract
2,9-Bis-(trimethylsilyl)-3,4-dihydropyrido[3,4-b]indolium trifluoromethanesulphonate reacts with the lithio derivatives of 3-cyano-4-methylpyridines to generate pentacyclic amidines which, upon hydrolysis and oxidation, produce naucléfine, angustine, and angustidine.