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Total synthesis of 3-Methoxy-Estra-1,3,5(10)-triene:
Reference: Bryson, T. A.; Pye, W. E. J. Org. Chem. 1977, 42, 3214 DOI
Keywords: CyanoAmine → Ketone • Enone → Allyl-OH • Aldehyde → Alkyl-OH • O-H → O-SO2R • Hydrogenation alkene • Claisen-Enol ether • 2,3-Sigmatropic Ylide-N • Ammonium ylide • Selenoxide-Ei → Ene • Hydroboration alkene • Alkyl-OH → Alkyl-SeR • Steroid synthesis • Borane Carbonylation • Friedel-Crafts Alkylation •
Reagents: Allyl-Cl • KOtBu • CuSO4 • HCl • AlH4-Li+ • Vinyl-OR • Hg(OAc)2 • AlH4-Li+ • Sulfonyl chloride, methane, NEt3 • Selenolate, o-nitrophenyl • H2O2 • BH2(Thexyl) • HCl • H2, Pd • CO • H2O2

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