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Alkenes as Ketol Surrogates-A New Approach toward Enantiopure Acyloins

Bernd Plietker*

*Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany, Email: bernd.plietkeroc.uni-stuttgart.de

B. Plietker, Org. Lett., 2004, 6, 289-291.

DOI: 10.1021/ol0362663 (free Supporting Information)


Abstract

A two-step sequence of asymmetric dihydroxylation and regioselective monooxidation gave enantiopure α-hydroxy ketones (acyloins). The combination of RuCl3/Oxone/NaHCO3 was used in the first catalytic regioselective oxidation of vic-diols to α-ketols.

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Key Words

dihydroxylation, α-hydroxy ketones, ruthenium, oxone


ID: J54-Y2004-070