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Total synthesis of Deplancheine:
Reference: Overman, L. E.; Malone, T. C. J. Org. Chem. 1982, 47, 5297. DOI
Keywords: Al-Vinyl -> Vinyl-Br • Li/Br -> Li-Vinyl • Acetal -> Aldehyde • Pictet-Spengler • Hydroalumination Alkyne • Li-Vinyl+Alkyl-X • Pictet-Spengler • Amine-6 • Alkene isomerization • Si-Vinyl+Imonium • Imonium+Si-R • Si-Vinyl+Imonium • Imonium+Si-R •
Reagents: AlHiBu2 • Bromine • Vinyl-Li • BuLi(sec) • HCl, THF • Formaldehyde • NBS • HCl, THF • Photochemistry • Formaldehyde • Camphor sulfonic acid •

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