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Total synthesis of Englerin A:
Reference: Nicolaou, K. C.; Kang, q.; Ng, s. y.; Chen, D. Y.-K. J. Am. Chem. Soc. 2010, 132, 8219-8222. DOI
Keywords: Vilsmeier formylation • Aryl-H → Aryl-CHO • Hydrogenation Alkene • Hydrogenolysis C-OR • CarboxEster → CarboxAmide(Weinreb) • O-C(O)R → O-H • Hydroalumination Alkyne • Pd-Sonogashira • Si-Alkynyl → H-Alkynyl • Furan synthesis • Mg-Alkyl+Aldehyde • Aldehyde+Mg-R • Pyrone synthesis • Furan oxidation • Cycloaddition Oxopyrilium • Alkyl-OH → Alkyl-SeR • Selenoxide-Ei → Ene • Wacker oxidation • Alkene → Ketone • Aldol-K → Enone • Ketone → Alkyl-OH • Hydrogenation Alkene • CarboxAmide(Weinreb)+Li-R • Li-Alkyl+CarboxAmide • Baeyer-Villiger • O-H → O-C(O)R • Ether-5 •
Reagents: AlH2(OR)2-Na+ • AlH2(OR)2-Na+ • I2 • Pd(PPh3)4 • Carbonate, potassium • PPh3 • POCl3 • DMF (react) • Vilsmeier reagent • Alkyl-MgX • Perbenzoic acid, 3-chloro • Sulfonyl chloride, methane • NEtiPr2 • Acrylate • H2, Pt • H2, Pd • Selenocyanate, o-nitrophenyl • PBu3 • PdCl2 • CuCl • O2 • KN(SiMe3)2 • BH4-Na+, CeCl3 • Ir(COD)(PCy3)(Py)PF6 • NMe(OMe)-H • Propyli-MgCl • MeLi • Perbenzoic acid, 3-chloro • Benzoyl chloride, 2,4,6-trichloro • NEt3 • DMAP • Carbonate, potassium • Perbenzoic acid, 3-chloro • H2, Ir •

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