Total synthesis of Warburganal (Wender):
| Reference: | Wender. P. A.; Eck, S. L Tetrahedron Lett. 1982, 23, 1871. DOI |
| Reactions: | Simmons-Smith • Cyclopropane • Spiro(52) • Epoxidation, peracid • Epoxide → Allyl-OH • Wittig-methoxymethyl • Reductive formylation • Hydrogenolysis Cyclopropane • Li-Ether+Ketone • Li-Phosphine+Ketone • Aldehyde → Acetal(Me) • CarboxEster → Aldehyde • Allyl-OH → Enone • Aldehyde → Aldehyde-α-OH • Acetal → Enal • Phosphine → Phosphonium • |
| Reagents: | CH2I2, Zn/Cu • Perbenzoic acid, 2,4-dinitro • Epoxide • H2, Pt • AlHiBu2 • Orthoformate • CrO3Cl·PyH (PCC) • LiCHR-PPh2 • LiCHR-OR • MeI • OsO4 • HCl, H2O • HOMe (react) • HCl, MeOH • |