Total synthesis of Mannose:
| Reference: | Bataille, C.; Gebin, G.; Guillam, A.; Lemiegre, L.; Lys, C.; Maddaluno, J.; Toupet, L. J. Org. Chem. 2002, 67, 8054. DOI |
| Reactions: | O-PMB → O-H • Diels-Alder, Aldehyde • Ether-6 • Dehydroalkoxylation → Diene • Alkene → Diol-1,2 • Diol-1,2 → Ketal • CarboxEster → Alkyl-OH • |
| Reagents: | BuLi(n) • OsO4 • Sulfonic acid, Camphor • Acetone (react) • DDQ • AlH4-Li+ • Butadiene, 1-OR • Glyoxalate • |