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Total synthesis of Cephalotaxine:
Reference: Isono, N,; Mori, M. J. Org. Chem. 1995, 60, 115-119
Keywords: N-H -> N-Boc --- N-Boc -> N-H --- CarboxEster -> Alkyl-OH --- Alkyl-OH -> Aldehyde-α-NR2 --- Aryl-OMe -> Aryl-OH --- Diol -> Acetal --- Alkene -> Diol-1,2 --- Alkyl-OH -> Ketone-α-OR --- Enone -> Allyl-OH --- Lactone enolate+Allyl-X --- Amine+Alkyl-X --- Si-Vinyl -> Vinyl-I --- Friedel-Crafts Alkylation --- Amine-6 --- Sn-Vinyl+Aldehyde --- Ketone-1,2-di --- Ketone -> Enolether
Reagents: LiNiPr2 --- Allyl-Br --- ICl --- Fluoride, potassium --- H2SO4 --- Boc2O --- Diazomethane --- CF3CO2H --- NEt3 --- AlH4-Li+ --- DMSO, Py·SO3 --- SnBu3-SiMe3 --- Fluoride, cesium --- Polyphosphoric acid --- BBr3 --- CH2Br2 --- NMe3(O) --- DMSO, (CF3CO)2O --- Orthoformate --- BH4-Na+ --- CF3CO2H --- DMSO (solvent)

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