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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: | O-H -> O-SiMe2tBu • CarboxAmide(Evans) -> CarboxEster(thio) • CarboxEster(thio) -> Aldehyde • CarboxAmide(Evans) -> Alkyl-OH • Diol -> Acetal • O-SiMe2tBu -> O-H • O-H -> O-Me • Acetal -> Ether • Alkyl-OH -> Aldehyde • Alkyl-OH -> Aldehyde • Corey-Fuchs • Li/H -> Li-Alkynyl • Sn-Vinyl -> Vinyl-I • Ketal -> Diol • O-H -> O-SEM • Corey-Fuchs • Fritsch-Buttenberg-Wiechell • Aldol-B-Evans • Hydrostannation Alkyne • Li-Alkynyl+Me-X • Hydrogenolysis Acyl-SR • CarboxEster(thio) -> Aldehyde • Aldol-B-Evans • O-H -> O-SiiPr3 • Li/I -> Li-Vinyl • Li-Vinyl+Aldehyde • Chiral auxiliary • |
| Reagents: | BOTfBu2 • SiMe2tBu-OTf • Thiolate, ethyl • HSiEt3, Pd • BOTfBu2 • BH4-Li+ • Fluoride, Bu4N+ • MeI • AlHiBu2 • DMSO, Py·SO3 • DMSO, (COCl)2 • PPh3=CBr2 • BuLi(n) • BuLi(tert) • HSnBu3 • I2 • TsOH·Py • Acetyl chloride • SEM-Cl • Carbonate, potassium • PdCl2 • MeI • BuLi(tert) • SiiPr3-OTf • |