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Letter

An Improved Protocol for the RuO₄-Catalyzed Dihydroxylation of Olefins

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Bernd Plietker* and Meike Niggemann

Organische Chemie II, Fachbereich Chemie, Universitt Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany

Org. Lett., 2003, 5 (18), pp 3353–3356

DOI: 10.1021/ol035335a

Publication Date (Web): August 14, 2003

Abstract

Dihydroxylation under ruthenium catalysis provides an easy access to syn-diols, although overoxidation is a common side reaction. Furthermore, the high catalyst loadings offset the lower price of ruthenium compared to osmium. In this paper, we present an improved protocol for the RuO₄-catalyzed syn-dihydroxylation using only 0.5 mol % catalyst under acidic conditions. A variety of olefins can be hydroxylated in good to excellent yields with only minor formation of side products.

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History

Published In Issue September 04, 2003
Received July 18, 2003

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Letter

An Improved Protocol for the RuO₄-Catalyzed Dihydroxylation of Olefins