Issue 8, 2004
From the journal:

Organic & Biomolecular Chemistry

The acid accelerated ruthenium-catalysed dihydroxylation. Scope and limitations

Bernd Plietker,*a   Meike Niggemanna  and  Anja Pollricha  

* Corresponding authors

a Organische Chemie II, Fachbereich Chemie, Universität Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany
E-mail: plietker@pop.uni-dortmund.de
Fax: +49-231-7553884
Tel: +49-231-7554632

Abstract

Recently, we discovered a significant rate acceleration in RuO4-catalysed dihydroxylations of olefins by addition of Brönsted-acids resulting in a reduction of the catalyst loading to only 0.5 mol%. The present paper gives a full account on the optimisation protocol that led to the discovery of the beneficial influence of protic acids. A strong focus is set on the detailed description of the influence of different reaction parameters on both reactivity and selectivity. In the second part an intense investigation of scope and limitations will be presented. The results provided in this manuscript might lead to a deeper understanding of competing processes that influence the selectivity in RuO4-catalysed dihydroxylations.

Graphical abstract: The acid accelerated ruthenium-catalysed dihydroxylation. Scope and limitations

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Article information

DOI
https://doi.org/10.1039/B316546A
Article type
Paper
Submitted
22 Dec 2003
Accepted
23 Feb 2004
First published
24 Mar 2004

Org. Biomol. Chem., 2004,2, 1116-1124

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The acid accelerated ruthenium-catalysed dihydroxylation. Scope and limitations

B. Plietker, M. Niggemann and A. Pollrich, Org. Biomol. Chem., 2004, 2, 1116 DOI: 10.1039/B316546A

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