| Reference: | Chu-Moyer, M. Y.; Danishefsky, S. J.; Schulte, G. K. J. Am. Chem. Soc. 1994, 116, 11213. DOI |
| Keywords: | Enone -> Allyl-OH Diol-1,2 cleavage Lactone-5 O-SiMe2tBu -> O-H Aldehyde -> Alkyl-OH O-H -> O-SiMe2tBu Allyl-OH -> Enone O-SiMe2tBu -> O-H Mechanism CompE+-Aldehyde/Lactone+Wittig Lactone -> Lactol CompRed-Lactone/Lactone+Al-H Alkyl-OH -> Aldehyde Diels-Alder, Quinone Epoxidation, nucleophilic Enone Wittig-methyl Epoxidation, nucleophilic Enone Sulfoxide-Ei -> Enone Ketone -> Enone Pd/Sn-Vinyl+Vinyl-X Stille coupling Radical reduction(C-I) Ketone -> Vinyl-OTf Ketone -> Ketone-α-OR Diels-Alder, Intram |
| Reagents: | Dioxirane BH4-Na+ Periodate, sodium Acetic anhydride Fluoride, Bu4N+ BH4-Na+ Cr2O7·2PyH (PDC) H2O2, NaOH Vinyl-Sulfide PdCl2(PPh3)2 Fluoride, Bu4N+ MeSO2Cl Epoxide LiSnMe3 Carbodiimide DMAP PPh3=CH2 AlHiBu2 Cr2O7·2PyH (PDC) Photochemistry I2 Iodosobenzene-OAc HSnPh3 AIBN AlMe3 Dess-Martin H2O2, NaOH O2, tBuOK P(OEt)3 Dioxirane Quinone |