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3‐Deoxy‐glucosone is an Intermediate in the Formation of Furfurals from D ‐Glucose.
Author(s) -
Jadhav Harishchandra,
Pedersen Christian Marcus,
Sølling Theis,
Bols Mikael
Publication year - 2011
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201100249
Subject(s) - chemistry , isomerization , dehydration , group (periodic table) , catalysis , organic chemistry , stereochemistry , biochemistry
The acid‐catalyzed dehydration of glucose to hydroxymethylfurfural ( 6 ) can occur via two possible mechanisms. 3‐deoxy‐ D ‐erythro‐hex‐2‐ulose ( 3 ) is found to be an intermediate in the formation of 6 from glucose ( 1 ). This finding implies that elimination of the glucose 3‐OH group is the important step, rather than isomerization of the carbonyl group.