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Total synthesis of Amphidinolide-T1:
Reference: Colby, E. A.; O’Brien, K. C.; Jamison, T. F. J. Am. Chem. Soc. 2004, 126, 998-999 DOI
Keywords: CarboxAmide(Evans) -> Alkyl-OH • O-H -> O-SiMe2tBu • Hydroboration Alkene • Hydroboration Alkene • Alkyl-OH -> Aldehyde • Lactone-5 • Lactone -> Lactol • O-SiMe2tBu -> O-H • Alkyl-OH -> Aldehyde • O-H -> O-SiMe2tBu • O-SiMe2tBu -> O-H • B-Allyl-Ipc+Aldehyde • Si-Allenyl+Aldehyde • CarboxAmide enolate(Evans)+Propargyl-X • CarboxAmide enolate(Myers)+Alkyl-X • Carbonickelation Alkyne • Alkyne+Epoxide • Carbonickelation Alkyne • Alkyne+Aldehyde • Lactone-15+ • Ozonolysis • CarboxAcid -> CarboxEster •
Reagents: LiNiPr2 • Propargyl-Br • AlH4-Li+ • SiMe2tBu-Cl • Epoxide • Ni(cod)2 • PBu3 • BEt3 • Crotyl-B(Ipc)2 • BH3·THF • H2O2, NaOH • RuO4-Pr4N+, NMO • AlHiBu2 • Allenyl-SiR3 • BF3·OEt2 • PPh3, I2 • LiNiPr2 • Hydroxide, sodium • Carbodiimide • Fluoride, Bu4N+ • Dess-Martin • Ni(cod)2 • PBu3 • BEt3 • SiMe2tBu-OTf • Me2S • CH2I2, Zn°, ZrCl4 • PbCl2 • HF·Py • Imidazole • DMF (solvent) •

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