Total synthesis of Prephenate, disodium:
| Reference: | Danishefsky, S.; Hirama, M. J. Am. Chem. Soc. 1977, 99, 7740. DOI |
| Reactions: | Sulfoxide-Ei → Enone • Ketone → Enone • Diels-Alder, EneSulfoxide • Enone → Allyl-OH • CompRed-Enone/Lactone+M-H • Lactone-5 • Sulfide → Sulfoxide • CarboxEster → CarboxAcid • |
| Reagents: | HCl, H2O • Diazomethane • BH-BBN • Hydroxide, sodium • Butadiene, 2-OR • Butadiene, 1-OR • Danishefsky diene • Perbenzoic acid, 3-chloro • |