GC and NMR enantiodiscrimination of 2‐methyl substituted aliphatic acids via diastereomeric esterification with (R)‐pantolactone

Massimo Barbeni, Gianna Allegrone, Marco Cisero, Pier Antonio Guarda

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

Abstract

The chiral differentiation of the enantiomers of 2‐methylbutanoic acid, 2‐methylpentanoic acid and 2‐methylhexanoic acid was achieved by diastereomeric derivatization with R‐( – )‐pantolactone. GC separation on achiral DB‐1, DB‐1701 and DB‐WAX capillary columns as well as 1H‐ and 13C‐NMR enantiodiscrimination were obtained, affording good resolution and quantitative evaluation of enantiomer composition. The method applied to 2‐methylbutanoic acid present in the aromatic fraction extracted from cultivated strawberry (Fragaria vesca) indicated a high enantiomeric excess of the S‐isomer.

Lingua originaleInglese
pagine (da-a)163-167
Numero di pagine5
RivistaFlavour and Fragrance Journal
Volume7
Numero di pubblicazione3
DOI
Stato di pubblicazionePubblicato - giu 1992
Pubblicato esternamente

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