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Total synthesis of Platensimycin:
Reference: Nicolaou, K. C.; Li, A.; Edmonds, D. J. Angew. Chem. Int. Ed. 2006, 45, 7086. DOI
Keywords: Enone → EnolSilane • EnolSilane → Aldehyde • CarboxEster → CarboxAmide • CarboxEster → CarboxAcid • O-MOM → O-H • Pinnick oxidation • Aldehyde → CarboxAcid • Enone enolate+Alkyl-X • Alkyl-X+Enolate • Stork-Danheiser • Enone-β-OR → Enone • Enone-β-OR+Al-H • Enyne metathesis • Saegusa oxidation • Ketone → Enone • ConjAdd Ketyl • Alkene hydration • Ketone enolate+Me-I • Ketone enolate+Alkyl-X • Alkyl-X+Enolate • Olefin cross metathesis • B-Vinyl → Aldehyde •
Reagents: LiNiPr2 • Allyl-Br • LiNiPr2 • Propargyl-Br • AlHiBu2 • HCl, MeOH • RuCp(NCMe)3PF6 • SiMe3-Cl • Pd(OAc)2 • HCl, H2O • SmI2 • HMPA (solvent) • Acetic acid, trifluoro • KN(SiMe3)2 • MeI • HMPA (solvent) • KN(SiMe3)2 • Allyl-I • HMPA (solvent) • HATU • Hydroxide, lithium • HCl, H2O • Vinyl-B • Grubbs II • Grubbs II • Chlorite, sodium • NEt3

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