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Total synthesis of Platensimycin:
Reference: Nicolaou, K. C.; Li, A.; Edmonds, D. J.; Tria, G. S.; Ellery, S. P. J. Am. Chem. Soc. 2009, 131, 16905. DOI
Keywords: Aryl-OTBS -> Aryl-OH • Ether-5 • CarboxEster -> CarboxAcid • CarboxEster -> CarboxAmide • CarboxEster -> CarboxAcid • O-MOM -> O-H • CarboxAcid -> CarboxAmide • CarboxAmide enolate(Myers)+Alkyl-X • CarboxAmide -> Ketone • Ketone -> Vinyl-OTf • Enone enolate+Alkyl-X • ConjAdd Enolate • Enone enolate+EnoateEster • Acetal -> Aldehyde • Pd/Mg-Vinyl+Vinyl-X • Kumada coupling • Si-Allyl+Carbonium • Ketyl+Enone • Alkene -> Alkyl-OH • Ether-5 • Chiral auxiliary •
Reagents: Piv-Cl • Ephedrine • LiNiPr2 • MeLi • KN(SiMe3)2 • MgCH2-SiMe3 • Pd(PPh3)4 • Chloride, lithium • Hydroxide, sodium • Acetic acid, trifluoro • KN(SiMe3)2 • MeI • Acrylate • KOtBu • Acetic acid, trifluoro • HATU • Hydroxide, lithium • HCl • Iodosobenzene-OAc • CF3CH2OH(solvent) • HCl, H2O • SmI2 • HMPA (solvent) • Hexafluoroisopropanol (solvent) •

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