Tetrahedron

Regioselective reductions of various 3-aminosuccinimides; Application to the synthesis of two heterocyclic systems

…, P Charpentier, G Dupas, G Quéguiner, J Bourguignon

Index: Briere, Jean-Francois; Charpentier, Patricia; Dupas, Georges; Queguiner, Guy; Bourguignon, Jean Tetrahedron, 1997 , vol. 53, # 6 p. 2075 - 2086

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Citation Number: 31

Abstract

The synthesis of novel pyrrolo [3, 2-c] isoquinolines is investigated starting from 3- aminosuccinimides. Various known routes leading to 3-aminosuccinimides were tested but a new approach via nucleophilic addition of arylalkylamines on maleimide gave better results. The regioselectivity of the reduction of these compounds was shown to depend on the degree of substitution of the concerned 3-aminosuccinimide. The hydroxylactams are ...

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