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Total synthesis of Histrionicotoxin:
Reference: Karatholuvho, M. S.; Sinclair, A.; Newton, A. F.; Alcaraz, M.-L.; Stockman, R. A.; Fuchs. P. L. J. Am. Chem. Soc., 2006, 128, 12656. DOI
Keywords: Olefin cross metathesis • Mg-Alkyl+CarboxEster • Formate+Mg-R • Nitrile → Aldehyde • Alkyl-OH → Ketone • Dehydrohalogenation → Vinyl-X • Wittig-alkyl → Ene-cis • Alkynyl-Cl → Alkynyl-H • Dehydrohalogenation → Alkynyl-Cl • Nitrone Cycloaddition • Amine-6 • Nitrone Retro-cycloaddition • Retro-1,3-dipolar cycloaddition • Ketone → Nitrone •
Reagents: Alkyl-MgX • Mg° • Formate, ethyl • Grubbs-Hoveyda • AlHiBu2 • PPh3=CH-Alkyl • DBU • NaN(SiMe3)2 • CrCl2 • Thiol, propyl • NaN(SiMe3)2 • Acrylonitrile • CrO3Cl·PyH (PCC) • NH2OH •

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