ENANTIODIFFERENTIATION OF GAMMA-LACTONES AND DELTA-LACTONES BY GAS-CHROMATOGRAPHIC SEPARATION OF DIASTEREOMERIC CARBAMOYLOXY CARBOXAMIDE DERIVATIVES

被引:5
作者
ENGEL, KH
ALBRECHT, W
HEIDLAS, J
机构
[1] Technische Universität Berlin, Institut für Biotechnologie, Fachgebiet Chemisch-technische Analyse, Berlin 65, Seestrasse 13
关键词
D O I
10.1021/jf00091a053
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Enantiodifferentiation of chiral γ- and δ-lactones has been achieved by capillary gas chromatographic separation of diastereomeric 4- and 5-[(R)-[(l-phenylethyl)carbamoyl]oxy] N-butylcarboxamides. The derivatization procedure involves (1) ring-opening of lactones to hydroxycarboxamides by heating with butylamine and (2) subsequent conversion to diastereomeric carbamates by reaction with (R)- (+)-1-phenylethyl isocyanate. High separation factors were determined for the complete series of C5-C12 γ-lactones and C6-C12 δ-lactones, naturally occurring (trace) constituents of many fruits and vegetables. © 1990, American Chemical Society. All rights reserved.
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页码:244 / 247
页数:4
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