| Reference: | Ihara, M.; Makita, K.; Takasu, K. J. Org. Chem. 1999, 64, 1259 DOI |
| Keywords: | Alkyl-OH -> Aldehyde Krapcho Decarboxylation Decarboxylation Saegusa oxidation Ketone -> Ketal(thio) Ketal(thio) -> CH2 Lactone -> Alkyl-OH O-H -> O-SiMe2tBu Alkyl-OH -> Ketone Ketone+Li-Me O-SiMe2tBu -> O-H Mitsunobu -> Ether Alkyl-OH -> Alkyl-OR Ether-5 Aldol-enamine ConjAdd Cu-R Enone+Cu-Me Saegusa oxidation Wittig-carboxymethyl -> EnoateEster Ketone enolate+EnoateEster Diazoester ring expansion ConjAdd M-OR |
| Reagents: | LiCuMe2 LiNiPr2 SiMe3-Cl O2 Acetic acid Cr2O7·2PyH (PDC) Ph3P=C(Me)-CO2R SiMe3-Cl ZnCl2 Diazoacetate BF3·OEt2 MgCl2 DMSO (solvent) SiMe2tBu-OTf Pd(OAc)2 Hydroxide, sodium HCl HS-(CH2)2-SH BF3·OEt2 RaNi AlHiBu2 SiMe2tBu-OTf RuO4-Pr4N+, NMO MeLi Fluoride, Bu4N+ PPh3, DEAD |