| Reference: | Yu, M.; Danishefsky, S. J. J. Am. Chem. Soc. 2008, 130, 2783. DOI |
| Keywords: | Enone -> Allyl-OH O-H -> O-SiiPr3 Ketal -> Enone Alkyl-OH -> Ketone-α-OR O-MOM -> O-H Dehydration -> Ene Allylic oxidation -> Enone Enone-6 -> Phenol O-SiiPr3 -> O-H Ketone epimerization Epoxidation, nucleophilic Enone Alkene -> Diol-1,2 Epoxide -> Chlorohydrin Diels-Alder, Enone |
| Reagents: | NaOMe BHEt3-Li+ SiiPr3-OTf TsOH·Py Hydroperoxide, tbutyl Triton B OsO4, NMO RuO4-Pr4N+, NMO TsOH SeO2 NEtiPr2 HF HCl Acetone (solvent) TiCl2(OR)2 Binaphthol Chiral catalyst |