Another synthesis of this compound was developed by Overman and uses a key intramolecular Heck reaction.
One synthesis for this compound proceeds via an 18-step mechanism with an early Bischler-Napieralski cyclization and reduction in cyano-boro-hydride to give the C and D rings of this compound. Another synthesis of this compound was developed by Overman and uses a key intramolecular Heck reaction. In the first total synthesis of this compound, an aza-Diels-Alder reaction generates its C ring and a copper chromite reduction forms its D ring. This compound, which is produced in the Rice total synthesis, was also synthesized by Marshall Gates, whose experiments confirmed Robert Robinson's prediction for its structure. Stork, Fukuyama, and Chida all have developed different total synthetic routes for this compound, whose biosynthesis begins with a reticuline precursor. Many synthetic routes for this compound terminate at di-hydro-codeine-one, and it differs from codeine by a single methyl group. For 10 points, name this compound, an analgesic that is found in opium.
One synthesis for this compound proceeds via an 18-step mechanism with an early Bischler-Napieralski cyclization and reduction in cyano-boro-hydride to give the C and D rings of this compound.
morphine [accept dihydrocodeinone or codeine until "Robert Robinson"]