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| Reference: | Smith, A. B.; Adams, C. M.; Barbosa, S. A. L.; Degnan, A. P. J. Am. Chem. Soc 2003, 125, 350. DOI |
| Keywords: | Allyl-OH -> Enal • O-H -> O-SiiPr3 • CarboxAmide(Evans) -> Alkyl-OH • O-H -> O-C(O)R • Alkene cleavage • O-C(O)R -> O-H • Diol -> Ketal • O-H -> O-C(O)R • O-PMB -> O-H • Alkyl-OH -> Aldehyde • O-C(O)R -> O-H • Alkyl-OH -> Alkyl-I • Alkyl-OH -> Aldehyde • Ketal -> Diol • O-SiEt3 -> O-H • O-SEM -> O-H • O-SiiPr3 -> O-H • B-Allyl-Tartrate+Aldehyde • Aldol-B-Tartrate • Wittig-carboxymethyl -> EnoateEster • Wittig-alkyl -> Ene-cis • Yamaguchi lactonization • Macrolactonization • Lactone-15+ • Aldol-B-Evans • Hydroboration Alkene • O-H -> O-SiEt3 • O-PMB -> O-H • Ketal(thio) -> Ketone • Alkyl-OH -> Ketone • CompRed-Alkene/Alkene+B-H • Epoxidation, peracid • Lemieux-Johnson oxidation • Evans-Tishchenko reduction • Li/H -> Li-Dithiane • Li-Dithiane+Alkyl-X • |
| Reagents: | Crotyl-B(tartrate) • PPh3=C(Me)-CO2R • DMSO, (COCl)2 • BOTfBu2 • SiEt2iPr-OTf • BH4-Li+ • Acetic anhydride • OsO4, NMO • Periodate, sodium • Carbonate, potassium • Me2C(OMe)2 • BH-BBN • Acetic anhydride, NEt3 • DDQ • Dess-Martin • PPh3=CH-Me • Carbonate, potassium • Iodide, phosphonium • DMSO, Py·SO3 • SmI2 • TsOH·Py • Hydroxide, lithium • Benzoyl chloride, 2,4,6-trichloro • HF·Py • MgBr2 • Perbenzoic acid, 3-chloro • Fluoride, Bu4N+ • H2O2, NaOH • DMAP • SiEt3-Cl • DDQ • Iodosobenzene-TFA • Dess-Martin • BuLi(tert), HMPA • |