Journal
TETRAHEDRON LETTERS
Volume 52, Issue 12, Pages 1363-1367Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.01.065
Keywords
Catalyst recycle; Osmium tetroxide; Lemieux-Johnson; Chemoentrapment; Olefin cleavage
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Funding
- Ministry of Education, Science and Technology [2009-0073645]
- National Research Foundation of Korea [2009-0073645] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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A new chemoentrapment strategy for recycling osmium in the catalytic olefin cleavage reaction is reported. The new strategy utilizes KOH/i-PrOH to generate water-soluble Os(VI) species as a recyclable metal catalyst after the oxidative cleavage reaction. For the recycling of the catalyst. NalO(4)-NaClO2 was found to be the best combination of secondary oxidants and acetonitrile-water was chosen as an optimal solvent for the best recycling results. The new method allows for an efficient recycling of osmium in the reactions involving mono- and di-substituted olefins with 1 mol % of OsO4 without any significant side reactions and loss of yield. (C) 2011 Elsevier Ltd. All rights reserved.
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