| Reference: | Hassfeld, J.; Eggert, U.; Kalesse, M. Synthesis 2005, 1183. DOI |
| Keywords: | O-H -> O-PMB EnoateEster -> Allyl-OH Allyl-OH -> Enal CarboxAmide(Evans) -> CarboxAmide(Weinreb) O-H -> O-SiMe2tBu O-H -> O-SiEt3 O-H -> O-Me O-PMB -> O-H Alkyl-OH -> Ketone O-H -> O-SiMe2tBu Ketone -> Alkyl-OH Alkyl-OH -> Aldehyde-α-OR Pinnick oxidation Aldehyde -> CarboxAcid O-PMB -> O-H Mitsunobu -> Lactone-15+ Alkyl-OH -> Alkyl-OC(O)R Macrolactonization Lactone-15+ B-Allyl-Ipc+Aldehyde Aldol-B-Ipc Wittig-carboxymethyl -> EnoateEster Aldol-B-Evans CarboxAmide(Weinreb) -> Aldehyde CarboxEster enolate+Aldehyde Ketone enolate+Aldehyde Aldol-Li -> Aldol Felkin-Anh Ozonolysis Mukaiyama Aldol Aldol-Si Ketene acetal+Aldehyde Aldehyde+Enolsilane Chiral auxiliary |
| Reagents: | Crotyl-B(Ipc)2 BF3·OEt2 NaH O3 PPh3=C(Me)-CO2R AlHiBu2 MnO2 BOTfBu2 NMe(OMe)-AlMe2 SiMe2tBu-OTf AlHiBu2 SiEt3-OTf SiMe2tBu-Cl Me3O+ X- DDQ RuO4-Pr4N+, NMO NaN(SiMe3)2 SiMe2tBu-OTf AlHiBu2 RuO4-Pr4N+, NMO Chlorite, sodium DDQ PPh3, DEAD AD-Mix DMSO (solvent) |