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Synthesis 2010(10): 1697-1701  
DOI: 10.1055/s-0029-1218738
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Bis(tetronic acid)s via Double Dieckmann Condensation

Sophie A.-L. Thetiot-Laurent, Brice Nadal, Thierry Le Gall*
CEA Saclay, iBiTecS, Service de Chimie Bioorganique et de Marquage, Bât. 547, 91191, Gif-sur-Yvette, France
Fax: +33(1)69087105; e-Mail: thierry.legall@cea.fr;
Further Information

Publication History

Received 12 February 2010
Publication Date:
15 April 2010 (online)

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Abstract

A practical, straightforward synthesis of several bis(tetronic acid)s from a common precursor, dimethyl l-tartrate, is described. It involves a double Dieckmann condensation using tetrabutylammonium fluoride. The radical scavenging capacities of these compounds are measured.

Key words

condensation - cyclization - esters

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