TOTAL SYNTHESIS OF MICHELLAMINES A-C: IMPORTANT ANTI-HIV AGENTS

Article abstract of DOI:10.1016/S0040-4039(00)78487-5

Michellamines A-C have been prepared by total synthesis in 7 and 16 linear steps from known and commercial materials, respectively.Key steps include i) palladium(0)-mediated biaryl coupling, ii) silver oxide promoted oxidative 1-naphthol coupling to an atropisomeric mixture of cross-ring quinones (indigoids), and iii) simultaneous per-debenzylation/reductive bleaching to the central 2,2'-binaphthol.