Total synthesis of Sarcophytol B:
| Reference: | McMurry, J. E.; Rico, J. G.; Shih, Y. Tetrahedron Lett., 1989, 30, 1173. DOI |
| Reactions: | HWE → EnoateEster • Allylic oxidation → Allyl-OH • CompOx-Alkene/Alkene+SeO2 • McMurry coupling → Diol • Cyclotetradecane • CarboxEster → Alkyl-OH • Allyl-OH → Enal • |
| Reagents: | P(O)(OR)2CH2-C(O)OR' • BuLi(n) • SeO2 • Hydroperoxide, tbutyl • AlH4-Li+ • Permanganate, barium • TiCl3, Zn/Cu • |