| Reference: | Kigoshi, H.; Suenaga, K.; Mutou, T.; Ishigaki, T.; Atsumi, T.; Ishiwata, H.; Sakakura, A.; Ogawa, T.; Ojika, M.; Yamada, K. J. Org. Chem. 1996, 61, 5326. DOI |
| Keywords: | CarboxAcid -> Alkyl-OH Alkyl-OH -> Aldehyde Alkene cleavage Enone -> Allyl-OH O-SiPh2tBu -> O-H Diol -> Ketal Li/I -> Li-Vinyl Corey-Fuchs Wittig-ketomethyl -> Enone Fritsch-Buttenberg-Wiechell CarboxAmide enolate(Evans)+Alkyl-X Al-Alkynyl+Epoxide Epoxide+Al-R Vinyl-I -> Vinyl-H Lemieux-Johnson oxidation CarboxAmide(Evans) -> CarboxAcid Mannich carboiodination Amine-6 Chiral auxiliary |
| Reagents: | PPh3=C(Me)-C(O)R LiN(SiMe3)2 Allyl-I H2O2, NaOH AlH4-Li+ DMSO, CF3CO2H PPh3=CBr2 OsO4, NaIO4 AlHiBu2 Fluoride, Bu4N+ Me2C(OMe)2 BuLi(n) Epoxide Hydroxide, barium BuLi(tert) Chloride, ammonium AlEt2-Cl Iodide, sodium Formaldehyde TsOH·Py |