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Total synthesis of Equilenin:
Reference: Johnson, W. S.; Peterson, J. W.; Gutsche, C. D. J. Am. Chem. Soc. 1949, 69, 2942. DOI
Keywords: Mechanism • CarboxEster enolate+Ketone • Stobbe condensation • Claisen acylation, formate • Ketone enolate+CarboxEster • Isoxazole • Nitrile+CarboxEster enolate • Isoxazole → Nitrile • Decarboxylation • Hydrogenation Alkene • ArylO-Me → ArylO-H • Steroid synthesis • Li-Nitrile+Alkyl-X •
Reagents: NaOMe • Formate, methyl • NH2OH • Acetic acid • KOtBu • MeI • Hydroxide, barium • HCl • H2, Pd • HCl • Acetic acid • KOtBu • HCl •

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