ISSN:
0899-0042
Keywords:
sharpless asymmetric epoxidation
;
chiral epoxide
;
carbamate
;
tin(IV)
;
catalysis
;
4-hydroxy-2,3-epoxybutyrates
;
Chiralcel OD
;
Chiralcel® OB
;
Zorbax® NH2
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chir.530040212
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