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-9+ Alkyl-OH → Alkyl-OC(O)R Lactone-9+ 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 |
Reagents: | Crotyl-B(Ipc)2 BF3·OEt2 NaH O3 PPh3=C(Me)-CO2R AlHiBu2 MnO2 Chiral auxiliary-Evans 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 Chiral auxiliary-Boronate DMSO (solvent) |