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Effective methods for enantioselective analysis of glycidol derivatives by liquid chromatography
Author(s) -
Kennedy Joseph H.,
Weigel Leland O.
Publication year - 1992
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530040212
Subject(s) - chemistry , glycidol , derivatization , isocyanate , enantiomer , enantioselective synthesis , diastereomer , epoxy , chromatography , organic chemistry , enantiomeric excess , analyte , resolution (logic) , diethylamine , chromophore , catalysis , high performance liquid chromatography , polyurethane , artificial intelligence , computer science
Methodology for determination of the enantiomeric purity of sixteen 2,3‐epoxy‐1‐propanols (glycidols) is delineated. Conversion of these epoxy alcohols and 1‐naphthyl isocyanate (NIC) into the 1‐naphthyl carbamates is catalyzed by dibutyltin diacetate. Enantiomers of these carbamates are resolved on a Chiralcel® OD column. Advantages of this method include mildness of reaction conditions, nonreliance on diastereomeric derivatization, and appendage of a UV‐absorbing chromophore to the analyte.