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 CarboxEster → EnoateEster Epoxidation, V Epoxide → Diol Hydroboration Alkyne CompRed-Alkene/Aldehyde+B-H B-Vinyl → Zn-Vinyl Zn-Vinyl+Aldehyde Aldehyde+Zn-R Lactone-9+ |
Reagents: | Epoxide Alkyl-MgX Cu(COD)Cl Carbodiimide TsOH DMSO, (COCl)2 (Swern) Chiral catalyst DBU LiNiPrCy SePh-Br Perphthalic acid HF Hydroperoxide, tbutyl VO(acac)2 Acetic anhydride BF3·OEt2 Bicarbonate, sodium HCl, MeOH Vinyl-ZnX |