| Reference: | Yomakawa, Shiori J. Org. Chem. 1998, 63, 8638. DOI |
| Keywords: | CarboxAmide(Evans) -> CarboxAcid Allyl-OH -> Enal Williamson esterification O-H -> O-SiEt3 EnoateEster -> Allyl-OH Alkyl-OH -> Aldehyde O-SiEt3 -> O-H Lactam-15+ HWE -> EnoateEster-cis Pd/B-Vinyl+Vinyl-X Suzuki coupling Aldol-B-Evans Li-Selenide+EneLactone ConjAdd Li-R Selenoxide-Ei -> Ene Li-Selenide+EnoateEster N-Allyl -> N-H Hydroboration Alkyne Macrolactamization Lactam-15+ |
| Reagents: | Bu2BOTf Hydroxide, lithium BH(Catechol) Pd° MnO2 MeI HSiEt3 AlHiBu2 RuO4-Pr4N+, NMO P(O)(OCH2CF3)2CH2-CO2Me KN(SiMe3)2 Acetic acid, trifluoro LiCH2-SePh Hydroxide, lithium Allyl-Br Periodate, sodium Pd° HMPA (solvent) 18-cr-6 |