Microwave-Assisted Transformation of Esters into Hydroxamic Acids

Assunta Massaro; Alessandro Mordini; Gianna Reginato; Francesco Russo; Maurizio Taddei

doi:10.1055/s-2007-990803

PAPER

Microwave-Assisted Transformation of Esters into Hydroxamic Acids

Assunta Massaro^a, Alessandro Mordini*^b, Gianna Reginato^b, Francesco Russo^b, Maurizio Taddei^c
^a ProtEra S.r.l., University Scientific Campus, Viale delle Idee 22, 50019 Sesto Fiorentino, Italy
^b ICCOM-CNR, Dipartimento di Chimica Organica ‘U. Schiff’, Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy
Fax: +39(055)4573580; e-Mail: alessandro.mordini@unifi.it;
^c Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via A. Moro 2, 53100 Siena, Italy

Abstract

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Abstract

A general, mild and efficient procedure with which to access hydroxamic acids, in good yields and purity, is reported. Esters are used as substrates and reacted with hydroxylamine, in the presence of a base, under microwave activation. The method has been successfully applied to enantiomerically pure esters without loss of stereochemical integrity.

Key words

esters - chemoselectivity - hydroxamic acid - microwave reactions - metalloproteinases

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References

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