| Novel Pd/C-catalyzed redox reactions between aliphatic secondary alcohols and ketones under hydrogenation conditions: application to H-D exchange reaction and the mechanistic study. | |
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MedLine Citation:
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PMID: 17315934 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A liquid-phase redox system between secondary alcohols and ketones is described. Deuteration of either secondary alcohols or ketones using the Pd/C-H2-D2O system gave a mixture of deuterium-labeled secondary alcohols and ketones. The results indicated that the secondary alcohol was oxidized to the corresponding ketone without oxidants under the hydrogenation conditions and the hydrogenation of the aliphatic ketone to the corresponding secondary alcohol simultaneously proceeded. Detailed mechanistic studies on the redox system as well as the H-D exchange reaction are discussed. |
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Authors:
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Hiroyoshi Esaki; Rumi Ohtaki; Tomohiro Maegawa; Yasunari Monguchi; Hironao Sajiki |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2007-02-22 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 72 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2007 Mar |
Date Detail:
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Created Date: 2007-03-09 Completed Date: 2007-05-31 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 2143-50 Citation Subset: IM |
Affiliation:
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Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Alcohols
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chemistry* Carbon / chemistry Catalysis Deuterium Exchange Measurement Hydrogenation Ketones / chemistry* Oxidation-Reduction Palladium / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Alcohols; 0/Ketones; 7440-05-3/Palladium; 7440-44-0/Carbon |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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