| Reference: | Corey, E. J.; Kang, M. C.; Desai, M. C.; Ghosh, A. K.; Houpis, I. N. J. Am. Chem. Soc. 1988, 110, 649-651. DOI |
| Keywords: | Ketone -> Vinyl-OTf Hydroboration Alkyne Alkyne -> Ene-cis Orthoester -> CarboxAcid Pd-Sonogashira Ketone enamine+Aldehyde Aldol-enamine -> Enone Acetal -> Acetal(thio) Alkyl-OH -> Aldehyde CompOx-Alkyl-OH/Sulfide+CrO3 Acetal(thio) -> Aldehyde Acetal(thio) -> Acetal Acetal -> Acetal Allylic oxidation -> Enone Kornblum oxidation O-H -> O-SiMe2tBu Alkene -> Diol-1,2 O-SiMe2tBu -> O-H Cu-Alkyl(3°)+Enone ConjAdd-Silylation Mukaiyama Aldol Aldol-Si Lactone -> Lactone-α-OH CarboxEster enolate+Ketone Epoxide -> Diol Lactol -> Lactone Lactone-5 CompOx-Lactol/Alkyl-OH+I2 CompE+-Ketone/Lactone+Enolate CompRed-Alkyne/Alkene+B-H Epoxidation, nucleophilic Enone Protecting group - CarboxAcid CarboxAcid -> CarboxCl Baeyer-Villiger Lactone-5 Ketene Cycloaddition Cyclobutane |
| Reagents: | HCl CuCN SiMe3-Cl TiCl4 LiNiPr2 Tf2NPh Pd(PPh3)4 CuI NH2Pr BHCy2 Acetic acid H2O2 HCl TiCl4 Cr2O7·2PyH (PDC) Periodate Camphor sulfonic acid LiNEt2 Oxaziridine Camphor sulfonic acid NBS AgNO3 TsOH·Py Hydroperoxide, trityl P(OMe)3 LiNiPr2 Camphor sulfonic acid SiMe2tBu-OTf OsO4 I2 Carbonate, calcium BF3·OEt2 Oxalyl chloride NBu3 Hydroperoxide, trityl Hydroxide, sodium |