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Total synthesis of Cephalotaxine:
Reference: Isono, N,; Mori, M. J. Org. Chem. 1995, 60, 115-119. DOI
Keywords: N-H → N-Boc • N-Boc → N-H • CarboxEster → Alkyl-OH • Alkyl-OH → Aldehyde-α-NR2 • ArylO-Me → ArylO-H • Diol-1,2 → Acetal • Alkene → Diol-1,2 • Alkyl-OH → Ketone-α-OR • Enone → Allyl-OH • Lactone enolate+Alkyl-X • Alkyl-X+Enolate • N-H → N-Alkyl • Si-Vinyl → I-Vinyl • Ketone-1,2-di • Ketone → EnolEther • Friedel-Crafts Alkylation • Amine-7 • Sn-Vinyl+Aldehyde • Aldehyde+Sn-R •
Reagents: LiNiPr2 • Allyl-Br • ICl • Fluoride, potassium • H2SO4 • Boc2O • Diazomethane • Acetic acid, trifluoro • NEt3 • AlH4-Li+ • DMSO, Py·SO3 (Parikh-Doering) • B(Br)3 • CH2Br2 • NMe3(O) • DMSO, (CF3CO)2O • Orthoformate • BH4-Na+ • Acetic acid, trifluoro • DMSO (solvent) • Polyphosphoric acid • SnBu3-SiMe3 • Fluoride, cesium •

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