Total synthesis of Proxiphomin:
| Reference: | Thomas, E. J.; Whitehead, J. W. F. J. Chem. Soc. Perk. 1 1989, 499 DOI |
| Reactions: | Selenoxide-Ei → Enone • Ketone → Enone • HWE → Diene • Selenoxide-Ei → KetoEsterEnone • KetoAmide → Enone • Claisen acylation, acyl-X • CarboxAmide enolate+Acyl-X • Diels-Alder, Intram, Ene • Cyclotridecane • Ketone → Ketone-α-SeR • Ketone → Ketone-α-SeR • CarboxEster → CarboxAcid • CarboxAcid → CarboxAmide • |
| Reagents: | P(O)(OR)2CH2-Vinyl • LiN(SiMe3)2 • H2O2 • LiNiPr2 • H2O2 • SePh-Cl • SePh-Cl • Hydroxide, sodium • O=C(Imid)2 • |