| Reference: | Corey, E. J.; Katzenellenbogen, J. A.; et al J. Am. Chem. Soc. 1968, 90, 5618. DOI |
| Keywords: | Ozonolysis Aldehyde -> Alkyl-OH O-H -> O-SO2R CarboxEster -> Alkyl-OH O-H -> O-SO2R Alkyl-OH -> Alkyl-Br Alkyne Hydroalumination Alkyne->Vinyl-I Allyl-OH -> Enal Alkene -> Bromohydrin Bromohydrin Birch reduction Alkyl-OSO2R -> Alkyl-H Li-Alkynyl+Alkyl-X Cu-Alkyl+Vinyl-X Cu-Alkyl+Vinyl-X Li-Allenyl/Propargyl+Alkyl-X Alkynyl-Si -> Alkynyl-H Li-Alkynyl+Aldehyde Aldehyde+Li-R Aldehyde -> CarboxEster Alkyne->Vinyl-I Alkyne Hydroalumination |
| Reagents: | O3 Me2S BH4-Na+ TsCl AlH4-Li+ TsCl Alkynyl-Li LiCuEt2 PBr3 AgNO3 Cyanide, potassium BuLi(n) Formaldehyde AlH4-Li+ I2 LiCuMe2 MnO2 Cyanide, sodium MnO2 NBS AlH4-Li+ I2 |