| Reference: | Dias, L. C.; Oliveira, L. G.; Sousa, M. A. Org. Lett. 2003, 5, 265. DOI |
| Keywords: | CarboxAmide(Evans) -> CarboxAmide(Weinreb) O-H -> O-SiMe2tBu CarboxAmide(Evans) -> Alkyl-OH O-H -> O-SO2R O-H -> O-Me O-PMB -> O-H Alkyl-OH -> Aldehyde O-H -> O-SiMe2tBu CarboxAmide(Evans) -> Alkyl-OH Alkyl-OH -> Aldehyde O-SiMe2tBu -> O-H Lactone-6 CarboxAmide(Weinreb) -> Aldehyde Aldol-B-Evans HWE -> EnoateEster-cis Alkyne -> Ene-trans Aldol-B-Evans Li-Alkynyl+Alkyl-X Li/H -> Li-Alkynyl Aldol-B-Evans Chiral auxiliary |
| Reagents: | NMe(OMe)-AlMe2 SiMe2tBu-OTf AlHiBu2 BH4-Li+ TsCl, NEt3 Me3O+ X- Alkynyl-Li BuLi(n) Na°/NH3 DMSO, (COCl)2 SiMe2tBu-OTf BH4-Li+ RuO4-Pr4N+, NMO NaH HCl MeI DMSO (solvent) |