Tetrahedron

Selective ammonolysis and aminolysis of dimethyl succinate. Synthesis of optically active N-alkylsuccinimides

S Puertas, F Rebolledo, V Gotor

Index: Puertas, Susana; Rebolledo, Francisca; Gotor, Vicente Tetrahedron, 1995 , vol. 51, # 5 p. 1495 - 1502

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Citation Number: 43

Abstract

Candida antarctica lipase catalyzes the selective monoammonolysis and aminolysis of dimethyl succinate with ammonia and aliphatic amines, respectively, in dioxane as solvent. This enzyme shows a high enatioselectivity when racemic amines are used. Optically active amidoesters are also obtained in the reaction of dimethyl succinate with racemic α- methylalkylamines in hexane as solvent. In this medium, the enzyme catalyzes the ...