| Reference: | Smith, A. B.; Chen, S. S.-Y.; Nelsom, F.; Reichert, J. M.; Salvatore, B. A. J. Am. Chem. Soc. 1997, 119, 10935. DOI |
| Keywords: | Diol -> Ketal Alkyl-OH -> Aldehyde O-H -> O-SiPh2tBu Ketal -> Diol Pfitzner-Moffat Alkyl-OH -> Aldehyde-α-OR Pfitzner-Moffat Propargyl-OH -> Ynone O-H -> O-SiEt3 Lactol -> Lactone O-SiEt3 -> O-H Alkyl-OH -> Aldehyde O-H -> O-SiEt3 CarboxEster(thio) -> Aldehyde O-H -> O-SiEt3 Li-Vinyl -> Mg-Vinyl Allyl-OH -> Enone O-SiEt3 -> O-H CarboxEster -> CarboxAcid O-H -> O-SiEt3 Alkyl-OH -> Ketone O-SiEt3 -> O-H O-SiPh2tBu -> O-H B-Allyl-Ipc+Aldehyde Corey-Fuchs Fritsch-Buttenberg-Wiechell Yamaguchi lactonization Macrolactonization Lactone-15+ 2,3-Sigmatropic Anionic CarboxEster(thio) enolate+Aldehyde Aldol-Li -> Aldol Li/Br -> Li-Vinyl CarboxEster enolate+Lactone EC-Aldehyde/CarboxEster+Mg-R Hydrogenation-Lindlar Mg-Alkyl+Ynone Li-Alkynyl+Aldehyde Mg-Allyl+Epoxide Alkyne Hydrozirconation Li/Sn -> Li-Ether Hydrogenolysis Acyl-SR Mg-Vinyl+Aldehyde Ozonolysis Diol -> Epoxide |
| Reagents: | BH3 Et2C(OMe)2 CrO3Cl·PyH (PCC) Allyl-B(Ipc)2 H2O2, NaOH SiPh2tBu-Cl Me2S Citric acid DMSO, carbodiimide Alkynyl-Li DMSO, carbodiimide MeMgBr Carbonate, calcium KH TsOH HSiEt3 Ag2CO3 CH2=C(OLi)(OR) Citric acid Dess-Martin LiNiPr2 HSiEt3 HSiEt3 Pd/C Ph3P=CBr2 BuLi(n) ZrCp2ClH Acetic acid NaH Crotyl-MgX HSiEt3 BuLi(tert) Dess-Martin Camphor sulfonic acid BH(OAc)3-Me4N+ Hydroxide, lithium Benzoyl chloride, 2,4,6-trichloro HSiEt3 Dess-Martin HF Fluoride, Bu4N+ Carbodiimide Carbodiimide Carbodiimide SnBu3-CH2-I MgBr2 BuLi(n) NBS 18-cr-6 |