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Total synthesis of Griseofulvin:
Reference: Pirrung, M. C.;Brown, W. L.; Rege, S.; Laughton, P. J. Am. Chem. Soc. 1991, 113, 8561. DOI
Keywords: O-H → O-C(O)R (phenol) • Regitz diazo transfer • CarboxEster → CarboxAcid • Enol → EnolEther • Fries rearrangement • Claisen acylation, Mander • Ketone enolate+Mander • Aryl-H → Aryl-Cl • Mitsunobu → Ether • ArylO-H → ArylO-R • Ozonolysis • Wittig-carboxymethyl → EnoateEster • CompE+-Aldehyde/Ketone+Wittig • Curtius • C-CO2H → C-N • Mechanism • Claisen acylation, ester • Ketone enolate+CarboxEster • Ether-5 • 2,3-Sigmatropic Ylide-O • Oxonium ylide • Ether-5 • Diazoketone • Mechanism •
Reagents: SO2Cl2 • Acetic anhydride, Py • AlCl3 • PPh3, DIAD • LiN(SiMe3)2 • O=C(OR)CN • NEt3 • O3 • Me2S • PPh3=C(Me)-CO2R • Acetic acid, trifluoro • Azide, diphenylphosphoryl • HCl, H2O • NaOMe • Diazomethane • Rh2(OPiv)4

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