A New Practical Method for the Osmium-Catalyzed Dihydroxylation of Olefins using Bleach as the Terminal Oxidant
Gerald M. Mehltretter, Santosh Bhor, Markus Klawonn, Christian Döbler, Uta Sundermeier, Markus Eckert, Hans-Christian Militzer, Matthias Beller*
*Institut für Organische Katalyseforschung (IfOK) an der Universität Rostock
e.V., Buchbinderstr. 5-6, 18055 Rostock, Germany,
Email: matthias.beller
ifok-rostock.de
G. M. Mehltretter, S. Bhor, M. Klawonn, C. Döbler, U. Sundermeier, M. Eckert, H.-C. Militzer, M. Beller, Synthesis, 2003, 295-301.
DOI: 10.1055/s-2003-36822
Abstract
A general procedure for the osmium-catalyzed dihydroxylation of various terminal and internal olefins using bleach as cheap oxidant yields the corresponding cis-1,2-diols in the presence of dihydroquinine or dihydroquinidine derivatives (Sharpless ligands) with good to excellent chemo- and enantioselectivities under optimized pH conditions.
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Key Words
Sharpless dihydroxylation, sodium hypochlorite, asymmetric catalysis, homogenous catalysis, osmium, oxidations
ID: J66-Y2003-1760
