A New, One Pot Synthesis of Alkylated Methyl Tri- and Tetracarboxylate Derivatives­ by Nitrolkanes

Roberto Ballini; Giovanna Bosica; Dennis Fiorini; Maria Victoria Gil; Alessandro Palmieri

doi:10.1055/s-2004-815948

PAPER

A New, One Pot Synthesis of Alkylated Methyl Tri- and Tetracarboxylate Derivatives by Nitrolkanes

Roberto Ballini*, Giovanna Bosica, Dennis Fiorini, Maria Victoria Gil, Alessandro Palmieri
Dipartimento di Scienze Chimiche , Università di Camerino, Via S. Agostino 1, 62032 Camerino, Italy
Fax: +39(0737)402297; e-Mail: roberto.ballini@unicam.it;

Abstract

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Abstract

The reaction of nitroalkanes with trimethyl trans-aconitate in acetonitrile, in the presence of DBU as base, allows the one pot formation of alkylated methyl tri- and tetralkanoate derivatives via base induced nitrous acid elimination. The title compounds can also be obtained, in one flask, starting with the reaction of methyl nitroacetate with dimethyl maleate, followed by the addition, in the same flask of the nitroalkane.

Key words

nitroalkanes - dimethyl maleate - methyl trialkanoate - methyl tetraalkanoate - triols

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A New, One Pot Synthesis of Alkylated Methyl Tri- and Tetracarboxylate Derivatives­ by Nitrolkanes

A New, One Pot Synthesis of Alkylated Methyl Tri- and Tetracarboxylate Derivatives by Nitrolkanes