Total synthesis of Fulvoplumierin:
| Reference: | Buchi, G.; Carlson, J. A. J. Am. Chem. Soc. 1968, 90, 5336–5337. DOI |
| Reactions: | Diels-Alder, Allene • Alkene → Diol-1,2 • CompOx-Alkene/Enoate+OsO4 • Pyrone synthesis • Lactone-6 • Diol-1,2 cleavage • Aldol-Acid → Enone • Enol → Vinyl-Cl • Cu-Vinyl+Vinyl-X • Vinyl-X+Cu-R • ConjAdd-Elimination • |
| Reagents: | Allene dicarboxylate • OsO4 • DMF dimethylacetal • HCl, H2O • Periodate, sodium • Amberlite • Oxalyl chloride • Butadiene • |