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Total synthesis of Dendrobine:
Reference: Kende, A. S.; Bentley, T. J.; Mader, R. A.; Ridge, D. J. Am. Chem. Soc. 1974, 96, 4332-4334. DOI
Keywords: Alkene → Diol-1,2 • Diol-1,2 cleavage • Alkene cleavage • CarboxAcid → CarboxEster • Ketone → Alkyl-OH • Diels-Alder, Quinone • Aldol-enamine → Enone • Enol → EnolEther • Quinone synthesis • Cu-Vinyl+Enone • Enone-β-OR → Enone • Enone-β-OR+Al-H • Stork-Danheiser • CarboxEster epimerization • Ketone epimerization • Reductive amination, B-H • Amine-5 •
Reagents: Hydroxide, potassium • FeCl3 • Carbonate, potassium • Ba(ClO3)2 • Pyrrolidine • Periodate, sodium • AlH4-Li+ • H2SO4 • Vinyl-Cu • RuO4 • Diazomethane • NaOMe • BH4-Na+ • Butadiene • BH3CN-Na+ • NH2Me •

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