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Total synthesis of Allopumiliotoxin 267A:
Reference: Comins, D. L.; Huand, S.; McArdle, C. L.; Ingalls, C. L. Org. Lett. 2001, 3, 469. DOI
Keywords: Lactam-5 • H/Si -> Ene • Alkyl-OH -> Ketone-α-OR • Aldol-Li -> Enone • Li-Alkynyl+Pyridinium • Hydrogenation-Alkyne • Lactam-5 • O-C(O)R -> O-H • Amine-5 • CarboxAmide -> Amine • Chelation control • Li/H -> Li-Pyridyl • Li-Pyridyl+Me-I • Ketone -> Ketone-α-OH •
Reagents: MesLi • MeI • O=C(OR)Cl • Alkynyl-Li • H2, Pd • LiOMe • Pb(OAc)4 • Formic acid • BHsBu3-K+ • DMSO, (COCl)2 • LiCPh3 • DBU • BH(OAc)3-Me4N+ • Propiolate • Acetic anhydride, trifluoro • AlH4-Li+ • DMAP •

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