Total synthesis of Rhyzoxin D (Part 2) (Williams):
| Reference: | Williams, D. R.; Werner, K. M.; Feng, B. Tetrahedron Lett. 1997, 38, 6825. DOI (Part 1) |
| Reactions: | O-SiMe2tBu → O-H • O-PMB → O-H • HWE → EnoateEster (intram) • Allyl-OH → Enal • O-H → O-SEM • O-H → O-C(O)R • Diol-1,2 cleavage • Lactol → Lactone • Lactone-6 • Li-PhosphineOxide+Aldehyde • CompE+-Aldehyde/CarboxEster+M-R • |
| Reagents: | Carbodiimide • Periodate, sodium • RuO4-Pr4N+, NMO • Acetic acid • P(O)(OR)2CH2-C(O)OR' • DBU • DDQ • MnO2 • P(O)Ph2CH2-R • KN(SiMe3)2 • SEM-Cl • Carbodiimide • DMAP • |