Total synthesis of Greek Tobacco Lactone New:
| Reference: | Leisering,S.; Riano, I.; Depken, C.; Gross, L. J.; Weber, M.; Lentz, D.; Zimmer, R.; Stark, C. B. W.; Breder, A.; Christmann, M. Org. Lett. 2017, 19, 1478-1481. DOI |
| Reactions: | Epoxide+M-CN • Cyanide+Epoxide • Epoxidation, V • CompOx-Alkene/Alkene+M-OOR • Nitrile → CarboxAcid • CarboxAcid → Lactone • Lactone-5 • Alkene → Allyl-OH • Ether-6 • Dehydration → Ene • Alkene → Diol-1,2 • Ether-6 • |
| Reagents: | Hydroperoxide, tbutyl - V • Cyanide, potassium • TsOH • DMF (solvent) • Hydroxide, sodium • HCl • O2 • Hydroperoxide, tbutyl - V • Burgess reagent • Microwave • |