Laccase-catalyzed stereoselective oxidative ring opening of 2,5-dialkylfurans into 2-ene-1,4-diones using air as an oxidant.

Publication Type
Journal contribution (peer reviewed)
Authors
Asta, C.; Conrad, J.; Mika, S.; Beifuss, U.
Year of publication
2011
Published in
Green Chem.
Band/Volume
13/11
DOI
10.1039/c1gc15810d
Page (from - to)
3066-3069
Abstract

The laccase-catalyzed ring opening of 2,5-dimethylfuran using air as an oxidant stereoselectively yields (Z)- or (E)-3-hexene-2,5-dione depending on the mediator employed: with TEMPO the (Z)-3-hexene-2,5-dione is formed, while a combination of TEMPO and violuric acid gives (E)-3-hexene-2,5-dione.The (Z)-selective ring cleavage was extended to a variety of symmetrical and unsymmetrical 2,5-dialkylfurans.

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