Issue 39, 2013
From the journal:

Chemical Communications

The tandem intermolecular hydroalkoxylation/claisen rearrangement†‡

John M. Ketcham,a   Berenger Biannica  and  Aaron Aponick*a  

* Corresponding authors

a Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, USA
E-mail: aponick@chem.ufl.edu

Abstract

The Au(I)-catalyzed intermolecular hydroalkoxylation of alkynes with allylic alcohols to provide allyl vinyl ethers that subsequently undergo Claisen rearrangement is reported. This new cascade reaction strategy facilitates the direct formation of γ,δ-unsaturated ketones from simple starting materials in a single step.

Graphical abstract: The tandem intermolecular hydroalkoxylation/claisen rearrangement

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Article information

DOI
https://doi.org/10.1039/C2CC37166A
Article type
Communication
Submitted
01 Okt. 2012
Accepted
05 Nov. 2012
First published
06 Nov. 2012

Chem. Commun., 2013,49, 4157-4159

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The tandem intermolecular hydroalkoxylation/claisen rearrangement

J. M. Ketcham, B. Biannic and A. Aponick, Chem. Commun., 2013, 49, 4157 DOI: 10.1039/C2CC37166A

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