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Stereoisomers composition of 4-[(1′-methylpropyl)-oxycarbonyl]-2-oxetanone and related compounds,as precursors of fuctional polyesters,determined by chiral gas chromatography
Authors:Estelle Renard  Karine Boutault  Valerié Langlois  Philippe Guerin
Affiliation:(1) Laboratoire de Physico-Chimie des Biopolymères, UMR 27, Université Paris XII, CNRS, 2-8, rue Henry Dunant, F-94320 Thiais, France
Abstract:Summary The configurational analysis of racemic and optically active stereoisomers of 4-(1prime-methylpropyl)oxycarbonyl]-2-oxetanone has been carried out by using chiral gas chromatography. This technique has been successful in the stereoisomers composition determination of these beta-substituted beta-lactones prepared by two different routes and used as monomers in the preparation of malic acid stereocopolymers. Result are in good agreement with those obtained from high resolution 1H NMR, in the presence of an Europium salt, as chiral shift reagent. This method has been extended to 3-methyl-4-(1prime,2prime,2prime-trimethyl propyl)oxycarbonyl]-2-oxetanone. The exact knowledge of precursors configurational structure is very important in regard to the obtention of the corresponding polystereoisomers with a strictly controlled enantiomeric or diastereoisomeric composition and consequently with predictable properties.
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