Total synthesis of Epi-Epoxydon:
| Reference: | Genski, T.; Taylor, R. J. K. Tetrahedron Lett. 2002, 43, 3573. DOI |
| Reactions: | O-SiEt3 → O-H • Morita-Bayliss-Hillman • Aldol-Base → Enone • Enone epoxidation, nucleophilic • CompOx-Enone/Alkene+ROOH • Diels-Alder, Quinone • Bicyclo(221) • Bicyclo(440) • O-H → O-SiEt3 • Retro-Diels-Alder → Enone • Ketone → Alkyl-OH • |
| Reagents: | Hydroperoxide, tbutyl • BH4-R4N+ • Formaldehyde • AlEt3 • HF·Py • Cyclopentadiene • Quinone • Epoxide • SiEt3-Cl • Epoxide • |