Tetrahedron letters

A novel convenient route to the naturally occurring 3-oxoacyl-L-homoserinelactones and related bacterial autoinducers

M Dekhane, KT Douglas, P Gilbert

Index: Dekhane, Mouloud; Douglas, Kenneth T.; Gilbert, Peter Tetrahedron Letters, 1996 , vol. 37, # 11 p. 1883 - 1884

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Citation Number: 18

Abstract

The naturally occurring 3-oxohexanoyl-L-homoserinelactone (1a), a bacterial autoinducer, has been prepared in 47% overall yield by condensing stable 3-oxohexanoic acid (2), prepared by hydrolysis from the corresponding ester (3), with L-homoserinelactone using hydroxybenzotriazole (HOBT) and dicyclohexylcarbodiimide (DCC) in non-aqueous media.

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