| Reference: | Cho, Y. S.; Carcache, D. A.; Tian, Y.; Li, Y.-M.; Danishefsky, S. J. J. Am. Chem. Soc. 2004, 126, 14358–14359. DOI |
| Keywords: | O-H -> O-SiMe2tBu Li-Phosphonate+CarboxEster HWE -> Enone Ketal -> Ketone O-SiMe2tBu -> O-H O-H -> O-C(O)OR Lactone-5 Ketone -> Alkyl-OH Aldehyde -> CarboxAcid Lactone-6 Lactone-6 Ketone -> Alkyl-OH Allyl-OH -> Enone Ketone enolate+Me-I Ketone enolate+Aldehyde Aldol-Na -> Aldol Ketone enolate+Alkyl-X Bromoacetate+Enolate Claisen acylation, carbonate Ketone enolate+Carbonate Ketone -> Ketone-α-OR Enone enolate+Alkyl-X Ozonolysis CompOx-Alkene/Enone+O3 Lactone -> Lactone-α-OH CarboxEster enolate oxidation Oxaziridine+Enolate |
| Reagents: | LiN(SiMe3)2 MeI Hydroxide, potassium Formaldehyde SiMe2tBu-OTf LiN(SiMe3)2 Allyl-Br LiNiPr2 Bromoacetate HMPA (solvent) P(O)(OMe)2CH2-Li NaH HCl O=C(OR)Cl NaH Perbenzoic acid, 3-chloro BH4-Na+ LiNiPr2 MeI O3 Sudan 7B Red CrO3, H2SO4 (Jones) BH4-Na+, CeCl3 NaN(SiMe3)2 Oxaziridine CrO3, H2SO4 (Jones) |