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A concise first total synthesis of narceine imide
Authors:Lamblin Marc  Couture Axel  Deniau Eric  Grandclaudon Pierre
Affiliation:UMR 8009 Chimie Organique et Macromoléculaire, LCOP, Batiment C3(2), Université des Sciences et Technologies de Lille, 59655 Villeneuve d'Ascq Cedex, France.
Abstract:A concise and efficient total synthesis of alkaloid narceine imide is disclosed. The key steps are based upon the sequential construction of the isoindolinone template followed by metalation and coupling with an isoquinolinium salt. Subsequent E1cb elimination enables the creation of the arylmethylene unit with the concomitant formation of the dimethylaminoethyl chain and ultimate deprotection completes the synthesis of the natural product.
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