A Convenient Entry to 5-(sp²)-Substituted and 5,5-Disubstituted Tetronic Acids

Abstract

A one-pot, convenient and general access to 5-sp²-substituted and 5,5-disubstituted tetronic acids is described. The protocol embodies two consecutive chemical events: a Michael addition of pyrrolidine on a secondary or tertiary γ-hydroxy-α,β-alkynyl ester derivative to give the corresponding enamine, and the subsequent acid-catalyzed hydrolysis-lactonization of this intermediate to afford the tetronic acid derivative.

Key words

alkynes - lactones - aminations - cyclizations - Michael additions

References and Notes

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Associate researcher at the Instituto Canario de Investigación del Cáncer, www.icic.es.