Total synthesis of Amphidinol 3 Fragment (Part 2):
| Reference: | Huckins, J. R.; Vicente, J.; Rychnovsky, S. D. Org. Lett. 2007, 9, 4757. DOI (Part 1) |
| Reactions: | O-SiMe2tBu → O-H • CompE+-Si-O/Si-O+H2O • O-H → O-SiMe2tBu • Nozaki-Hiyama coupling • Cr-Vinyl+Aldehyde • Aldehyde+Cr-R • Claisen-Ireland • O-H → O-C(O)R • CarboxAcid → CarboxAmide(Weinreb) • CarboxAmide(Weinreb)+Li-R • Li-Alkyl+CarboxAmide • Alkyl-OH → Aldehyde • |
| Reagents: | Fluoride, R4N+ • Dess-Martin • Propenyl-Br • CrCl2 • Acetic anhydride, DMAP • SiMe2tBu-OTf • Acetic acid • NHMe(OMe) • Carbodiimide • Ketene acetal • NiCl2 • HOBT • |