Issue 42, 2013
From the journal:

RSC Advances

The first enzymatic Achmatowicz reaction: selective laccase-catalyzed synthesis of 6-hydroxy-(2H)-pyran-3(6H)-ones and (2H)-pyran-2,5(6H)-diones†

Chimène Asta,a   Dietmar Schmidt,a   Jürgen Conrad,a   Bernhard Förster-Fromme,a   Till Tolaschb  and  Uwe Beifuss*a  

* Corresponding authors

a Bioorganische Chemie, Institut für Chemie, Universität Hohenheim, Garbenstr. 30, D-70599 Stuttgart, Germany
E-mail: ubeifuss@uni-hohenheim.de
Fax: (+49) 711 459 22951 Tel (+49) 711 459 22171

b Tierökologie, Institut für Zoologie, Universität Hohenheim, Garbenstr. 30, D-70599 Stuttgart, Germany

Abstract

The laccase-catalyzed oxidation of (5-alkylfuran-2-yl)carbinols using aerial oxygen as an oxidant selectively affords 6-hydroxy-(2H)-pyran-3(6H)-ones with yields up to 90%. With suitable substituted furan-2-yl carbinols as substrates the procedure allows the efficient preparation of (2H)-pyran-2,5(6H)-diones in a single step.

Graphical abstract: The first enzymatic Achmatowicz reaction: selective laccase-catalyzed synthesis of 6-hydroxy-(2H)-pyran-3(6H)-ones and (2H)-pyran-2,5(6H)-diones

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C3RA44107E
Article type
Communication
Submitted
31 May 2013
Accepted
12 Aug 2013
First published
12 Aug 2013

RSC Adv., 2013,3, 19259-19263

Permissions

Request permissions

The first enzymatic Achmatowicz reaction: selective laccase-catalyzed synthesis of 6-hydroxy-(2H)-pyran-3(6H)-ones and (2H)-pyran-2,5(6H)-diones

C. Asta, D. Schmidt, J. Conrad, B. Förster-Fromme, T. Tolasch and U. Beifuss, RSC Adv., 2013, 3, 19259 DOI: 10.1039/C3RA44107E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements