| Reference: | White, J. D.; Carter, R. G.; Sundermann, K. F.; Wartmann, M.. J. Am. Chem. Soc. 2001, 123, 5407. DOI |
| Keywords: | O-H -> O-THP O-H -> O-SiMe2tBu CarboxAmide(Evans) -> CarboxEster(thio) CarboxEster(thio) -> Ketone O-THP -> O-H Allyl-OH -> Allyl-Br Lemieux-Johnson oxidation Alkene cleavage Pinnick oxidation Aldehyde -> CarboxAcid O-Bn -> O-H Alkyl-OH -> Aldehyde CarboxEster -> CarboxAcid O-SiMe2tBu -> O-H O-SiMe2tBu -> O-H Diimide+Alkene CompRed-Alkene/Alkene+Diimide Cu-Vinyl+EnoateAmide(Evans) EnoateAmide(Evans)+Cu-R Carbocupration Alkyne Cu-Alkyl+Alkyne Alkyne+Cu-R HWE -> Styrene Wittig-methyl alkylation Wittig-alkyl -> Ene-cis CompE+-Aldehyde/Ketone+Wittig Yamaguchi lactonization Macrolactonization Lactone-15+ Epoxidation, dioxirane CarboxAmide enolate(Evans) Hydroxylation B-Allyl-Ipc+Aldehyde Aldol-B-Ipc Ketone enolate+Aldehyde Aldol-Li -> Aldol Allyl-OH -> Allyl-Br Chiral auxiliary |
| Reagents: | CuI DHP Vinyl-Li BuLi(tert) Oxaziridine NaN(SiMe3)2 SiMe2tBu-OTf Thiolate, ethyl LiCuMe2 P(O)(OR)2CH2-Ar BuLi(n) MgBr2 MeSO2-O-SO2Me PPh3=CH2 PPh3=CH-Alkyl Allyl-B(Ipc)2 LiNiPr2 SiMe2tBu-OTf OsO4, NaIO4 Chlorite, sodium Diazomethane, silyl H2, Pd RuO4-Pr4N+, NMO Hydroxide, sodium Fluoride, Bu4N+ Benzoyl chloride, 2,4,6-trichloro Acetic acid, trifluoro Acetic acid Diimide Dioxirane SiMe2tBu-OTf CuCN I2 |