Absolute Configuration and Conformation of 1,3-Dioxanes from Cider

In extracts obtained by liquid−liquid extraction from French cider (2S,4R)- and (2R,4R)-2-methyl-4-pentyl-1,3-dioxane, 1a and 1b as well as (2S,4R)- and (2R,4R)-2-methyl-4-(2‘(Z)-pentenyl)-1,3-dioxane, 2a and 2b, were identified by capillary gas chromatography (HRGC) and capillary gas chromatography...

Full description

Saved in:
Bibliographic Details
Published in:Journal of agricultural and food chemistry 1997-08, Vol.45 (8), p.3178-3182
Main Authors: Dietrich, Claudia, Beuerle, Till, Withopf, Barbara, Schreier, Peter, Brunerie, Pascal, Bicchi, Carlo, Schwab, Wilfried
Format: Article
Language:English
Subjects:
Alcoholic beverages and cider
Biological and medical sciences
CIDERS
CIDRE
COMPOSE HETEROCYCLIQUE
COMPUESTOS HETEROCICLICOS
Fermented food industries
Food industries
Fundamental and applied biological sciences. Psychology
HETEROCYCLIC COMPOUNDS
SIDRA
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In extracts obtained by liquid−liquid extraction from French cider (2S,4R)- and (2R,4R)-2-methyl-4-pentyl-1,3-dioxane, 1a and 1b as well as (2S,4R)- and (2R,4R)-2-methyl-4-(2‘(Z)-pentenyl)-1,3-dioxane, 2a and 2b, were identified by capillary gas chromatography (HRGC) and capillary gas chromatography−mass spectrometry (HRGC−MS). Absolute configuration and conformation of the 1,3-dioxanes was determined by nuclear magnetic resonance (NMR) spectrometry techniques [13C, 1H, nuclear Overhauser enhancement (NOE), and H/H homonuclear decoupling], multidimensional gas chromatography (MDGC), and by comparison with synthesized reference compounds. A nonenzymatic formation of 1a and 1b and 2a and 2b during fermentation of apple juice was proposed leading to 22, 8, 2, and
ISSN:0021-8561
1520-5118
DOI:10.1021/jf970162n