| Reference: | Myers, A. G.; Glatthar, R.; Hammond, M.; Harrington, P. M.; Kuo, E. Y.; Liang, J.; Schaus, S. E.; Wu, Y.; Xiang, J.-N. J. Am. Chem. Soc. 2002, 124, 5380. DOI |
| Keywords: | Propargyl-OH -> Ynone Si-Alkynyl -> H-Alkynyl Ketal -> Diol O-H -> O-SiPh2tBu O-SiPh2tBu -> O-H Si-Alkynyl -> H-Alkynyl Enal -> Allyl-OH Alkyl-OH -> Aldehyde-α-OR O-SiMe2tBu -> O-H Ketal -> Diol Diol -> Carbonate O-H -> O-SiEt3 O-SiEt3 -> O-H Li-Alkynyl+Aldehyde Li/H -> Li-Alkynyl Wittig-propargyl -> Enyne Sharpless epoxidation Sharpless epoxidation Li-Alkynyl+Ketone Enone+Li-R Li/H -> Li-Alkynyl Si-Alkynyl -> H-Alkynyl Epoxide -> Allyl-OH CarboxAcid -> CarboxEster Dehydration -> Enyne Li-Alkynyl+Aldehyde Li/H -> Li-Alkynyl Felkin-Anh Chelation Enolsilane+Orthoester Selenolate+Enone ConjAdd-Acylation Selenoxide-Ei -> Enone-5 Ketone -> Enone Claisen acylation, formate |
| Reagents: | Alkynyl-SiR3 Cr2O7·2PyH (PDC) PPh3=CH-Alkynyl Carbonate, potassium HCl, H2O DMAP Hydroperoxide, tbutyl - Ti(OiPr)4 Epoxide HF·NEt3 Propenyl-OR} LiN(SiMe3)2 Fluoride, Bu4N+ AlHiBu2 Hydroperoxide, tbutyl - Ti(OiPr)4 Dess-Martin Chloroacetate HF·NEt3 Carbodiimide TsOH O=C(Im)2 Camphor sulfonic acid NH2Pr SiEt3-OTf Martin sulfurane Epoxide HF·NEt3 PPh3, I2 Imidazole LiN(SiMe2Ph)2 Chloride, lithium SePh-SiMe3 SiMe3-OTf Orthoformate H2O2 |