| Reference: | Oppolzer, W.; Radinov, R. N.; DeBrabander, J. Tetrahedron Lett. 1995, 36, 2607. DOI |
| Keywords: | CarboxAcid -> CarboxEster O-THP -> O-H Alkyl-OH -> Aldehyde O-H -> O-SiMe2tBu O-H -> O-C(O)R Acetoxonium Mg-Alkyl+Epoxide Epoxide+Mg-R CarboxEster -> Ketene acetal Selenoxide-Ei -> EnoateEster Epoxidation, V Epoxide -> Diol Hydroboration Alkyne CompRed-Alkene/Aldehyde+B-H B-Vinyl -> Zn-Vinyl Zn-Vinyl+Aldehyde Aldehyde+Zn-R Lactone-15+ |
| Reagents: | Epoxide Alkyl-MgX Cu(COD)Cl Carbodiimide TsOH DMSO, (COCl)2 Chiral catalyst DBU LiNiPrCy SePh-Br Perphthalic acid HF Hydroperoxide, tbutyl VO(acac)2 Acetic anhydride BF3·OEt2 Bicarbonate, sodium HCl, MeOH Vinyl-ZnX |