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Enantioselective separations by capillary GC on derivatized cyclodextrins. Part 1: Separation of some racemic 2,2-dialkyl-4-alkoxycarbonyl-1,3-dioxolane derivatives on permethylated α-, β- and γ-cyclodextrins

✍ Scribed by Jaques, K. ;Buda, W. M. ;Pottie, M. ;Van der Eycken, J. ;Vandewalle, M. ;Venema, Arnold ;Sandra, Pat

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
337 KB
Volume
16
Category
Article
ISSN
0935-6304

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✦ Synopsis

Abstract

The enantioseparation of some 2,2‐dialkyl‐4‐alkoxycarbonyl‐1,3‐dioxolane derivatives, which are important intermediates in the total synthesis of a number of biologically active compounds, was studied by means of capillary gas chromatography (CGC). The chromatographic results, obtained on columns coated with permethylated α‐, β‐ and γ‐cyclodextrin respectively, are reported. Out of sixteen compounds, thirteen could be separated with a resolution superior to 1,2. One racemate could not be separated on any of the columns. Considerations concerning the separation mechanism are proposed.

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Enantioselective separations by capillar
Enantioselective separations by capillary GC on derivatized cyclodextrins. Part 2: Determination of enantiomeric excess of some racemic 2,3-isopropylidene-1,2,3-cyclohexanetriol derivatives on permethyl α-, β-, and γ-cyclodextrins
✍ Jaques, K. ;Buda, W. ;Dumortier, L. ;Van der Eycken, J. ;Venema, Arnold ;Sandra, 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 167 KB 👁 1 views

## Abstract Capillary GC on permethyl α‐, β‐, and γ‐cyclodextrins has been applied to separate and quantify the enantiomers of some 2,3‐iso‐propylidene‐1,2,3‐cyclohexanetriol derivatives. Quantitative CGC data are compared to those obtained with chiral shift ^1^H NMR.

Enantioselective separations by capillar
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## Abstract An evaluation of the effects of differently derivatized cyclodextrins and analyte geometry for a series of 2,2‐dialkyl‐4‐alkoxycarbonyl‐1,3‐dioxolane derivatives on enantioselectivity has been performed. It was shown that changes in the cyclodextrin cavity size, caused by either the cho