Issue 1, 2007
From the journal:

Organic & Biomolecular Chemistry

Spiroketals via oxidative rearrangement of enol ethers†

David L. Waller,a   Corey R. J. Stephensona  and  Peter Wipf*a  

* Corresponding authors

a Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, USA
E-mail: pwipf@pitt.edu
Fax: +1 412-624-0787
Tel: +1 412-624-8606

Abstract

Oxidative rearrangement of cyclic enol ethers leads to α-alkoxyesters. In the presence of a neighboring spiroether, this approach provides a stereoselective access to spiroketals. A modified proposal for the biosynthesis of acutumine is presented.

Graphical abstract: Spiroketals via oxidative rearrangement of enol ethers

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Article information

DOI
https://doi.org/10.1039/B612992G
Article type
Communication
Submitted
07 Sep 2006
Accepted
02 Nov 2006
First published
14 Nov 2006

Org. Biomol. Chem., 2007,5, 58-60

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Spiroketals via oxidative rearrangement of enol ethers

D. L. Waller, C. R. J. Stephenson and P. Wipf, Org. Biomol. Chem., 2007, 5, 58 DOI: 10.1039/B612992G

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