| Reference: | Woodward, R. B.; Logusch, E.; Nambiar, K. P.; Sakan, K.; Ward, D. E; Au-Yeung, B. W.; Balaram,P.; Browne,L. J.; Card, P. J.; Chen, C. H. et. al J. Am. Chem. Soc. 1981, 103, 3210. DOI |
| Keywords: | Diol -> Ketal • Alkyl-OH -> Ketone • Alkene cleavage • Ozonolysis • ConjAdd M-SR • Ketone -> Alkyl-OH • O-H -> O-C(O)R • Alkene cleavage • Ozonolysis • Alkyl-X -> Alkyl-SR • Dehydration -> Enone • Alkene -> Diol-1,2 • Alkyl-SR -> Alkyl-H • O-Bn -> O-H • Selenoxide-Ei -> Ene • Aldol-Li -> Aldol • Alkyl-OH -> Ketone • Ketone -> Enolacetate • O-H -> O-SO2R • Enone -> Allyl-OH • CarboxEster(thio) enolate+Aldehyde • CarboxEster epimerization • CarboxEster(thio) -> Lactone • Alkyl-OH -> Alkyl-SeR • Alkyl-OH -> Alkyl-SeR • Lactone-14 • Aldol-enamine -> Aldol • |
| Reagents: | NaH • MeSO2Cl • Acetic acid • OsO4 • Bisulfate, sodium • Me2C(OMe)2 • Acetic acid, trifluoro • NEtiPr2 • RaNi • Selenocyanate, o-nitrophenyl • H2O2 • Me2S • Mesityl-Li • Acetic acid, trifluoro • NEtiPr2 • KH • BH4-Na+ • Acetyl chloride • DMAP • BuLi(n) • AlH4-Li+ • DMAP • RaNi • Selenocyanate, o-nitrophenyl • H2O2 • Me2S • LiNiPr2 • BuLi(tert) • MeSO2Cl • PBu3 • Proline • |