| Reference: | Danishefsky, S.; Kitahara, T.; Schuda, P. F.; Etheredge, S. J. J. Am. Chem. Soc. 1976, 98, 3028. DOI |
| Keywords: | CarboxEster -> CarboxAcid Alkene cleavage CarboxAcid -> CarboxEster Lactone -> Orthoester Lactone -> Lactol Orthoester -> CarboxEster Lactone-5 Lactone-6 O-H -> O-THP CarboxEster enolate+Aldehyde O-H -> O-SO2R Dehydrosulfonoxylation -> EnoateEster O-THP -> O-H Iodolactonization Furst-Plattner diaxial Lactone-5 Wittig-methyl Epoxidation, peracid Henbest Dehydrohalogenation -> Allyl-OR Diels-Alder, EnoateEster Furst-Plattner diaxial CarboxAcid enolate+Epoxide Epoxide+Enolate |
| Reagents: | Hydroxide, sodium I2, KI DBU Hydroxide, sodium OsO4 Pb(OAc)4 Diazomethane BHsBu3-Li+ Amberlite Glycol AlHiBu2 PPh3=CH2 TsOH DHP LiNiPr2, HMPA MeSO2Cl, NEt3 DBU Formaldehyde Perbenzoic acid, 3-chloro Acetic anhydride Ba(ClO3)2 Epoxide CH2=C(OLi)2 |