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Letter

Alkenes as Ketol Surrogates−A New Approach toward Enantiopure Acyloins

Supporting Info

Bernd Plietker*

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

Org. Lett., 2004, 6 (2), pp 289–291

DOI: 10.1021/ol0362663

Publication Date (Web): December 19, 2003

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, plietker@pop.uni-dortmund.de

Abstract

Enantiopure α-hydroxy ketones are important building blocks in organic synthesis. This paper describes the use of cyclic ruthenates for the first catalytic regioselective oxidation of vic-diols to α-ketols. The combination of RuCl₃/Oxone/NaHCO₃ was used in a two-step sequence of asymmetric dihydroxylation and regioselective monooxidation for the synthesis of a broad scope of enantiopure acyloins.

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Published In Issue January 22, 2004
Received November 20, 2003

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Letter

Alkenes as Ketol Surrogates−A New Approach toward Enantiopure Acyloins