| Reference: | Corey, E.J.; Achiwa, K.; Katzenellenbogen, J. A. J. Am. Chem. Soc. 1969, 91, 4318. DOI |
| Keywords: | O-C(O)OR -> O-H • O-H -> O-THP • CarboxEster -> Alkyl-OH • O-THP -> O-H • Allyl-OH -> Allyl-Br • Hydrogenation Alkyne • Alkyl-OH -> Aldehyde • Aldehyde -> CarboxAcid • CarboxAcid -> CarboxCl • Diazoketone • Ozonolysis • HWE -> EnoateEster • Li-Alkynyl+Alkyl-X • Claisen acylation, carbonate • Ketone enolate+Carbonate • Ketoester -> Enone • CarboxEster -> Alkyl-OH • Diazoketone Cyclopropanation • |
| Reagents: | O3 • Zn° • Carbonate, potassium • DHP • AlCl3 • Benzoyl chloride, 2,4,6-trimethyl • Pyridine • TsOH • PBr3 • Alkynyl-Li • TsOH • H2, Ni • CrO3·Py2 (Collins) • Ag2O • Oxalyl chloride • Diazomethane • NaH • BH4-Na+ • Benzoyl chloride • KOtBu • AlCl3 • CuSO4 • |