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A new synthesis of the phytotoxin porritoxin
Authors:Anne Moreau  Eric Deniau  Pierre Grandclaudon
Affiliation:Laboratoire de Chimie Organique Physique, UMR 8009 ‘Chimie Organique et Macromoléculaire’, Bâtiment C3(2), Université des Sciences et Technologie de Lille, F-59655 Villeneuve d'Ascq Cédex, France
Abstract:A convenient synthesis of the phytotoxin porritoxin is described. Central to the approach employed is the formation of the isoindolinone template obtained via a directed lithiation/Parham cyclization process enabling the concomitant connection of an acetal appendage. Further conversion into the requisite hydroxyalkyl chain, selective deprotection, and O-prenylation complete the synthesis of the title compound.
Keywords:Alkaloids   Parham procedure   Isoindolinones
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