Synlett 2018; 29(10): 1293-1296
DOI: 10.1055/s-0036-1591889
letter
© Georg Thieme Verlag Stuttgart · New York

Lipase-Induced Oxidative Furan Rearrangements

Fabian Blume
a   Department of Chemistry & Materials Science, Aalto-yliopisto, Kemistintie 1, 02150 Espoo, Finland   eMail: jan.deska@aalto.fi
,
Petra Sprengart
b   Department of Chemistry, Universität zu Köln, Greinstrasse 4, 50939 Cologne, Germany
,
Jan Deska  *
a   Department of Chemistry & Materials Science, Aalto-yliopisto, Kemistintie 1, 02150 Espoo, Finland   eMail: jan.deska@aalto.fi
› Institutsangaben
We gratefully acknowledge support by the Suomen Akatemia (298250), the Deutsche Forschungsgemeinschaft (DE1599/4-1) and by Carbolution Chemicals.
Weitere Informationen

Publikationsverlauf

Received: 30. Oktober 2017

Accepted: 17. Dezember 2017

Publikationsdatum:
15. Januar 2018 (online)


Published as part of the Special Section 9th EuCheMS Organic Division Young Investigator Workshop

Abstract

Lipase B from Candida antarctica catalyzes the oxidative ring expansion of furfuryl alcohols using aqueous hydrogen peroxide to yield functionalized pyranones under mild conditions. The method further allows for the preparation of corresponding piperidinone derivatives by enzymatic rearrangement of N-protected furfurylamines.

Supporting Information