Lipase-Induced Oxidative Furan Rearrangements
Fabian Blume, Petra Sprengart, Jan Deska
*Department of Chemistry & Materials Science, Aalto-yliopisto,
Kemistintie 1, 02150 Espoo, Finland, Email: jan.deska
aalto.fi
F. Blume, P. Sprengart, J. Deska, Synlett, 2018, 29, 1293-1296.
DOI: 10.1055/s-0036-1591889
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Abstract
Lipase B from Candida antarctica catalyzes the oxidative ring expansion of furfuryl alcohols in the presence of aqueous hydrogen peroxide to yield functionalized pyranones under mild conditions. The corresponding piperidinone derivatives can be obtained by a similar enzymatic rearrangement of N-protected furfurylamines.
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Key Words
Achmatowicz, ring expansion, furans, pyranones, 2H-pyran-5-ones, lactols, hydrogen peroxide, synthetic methodology, heterocyclic chemistry.
ID: J60-Y2018
