| Organocatalytic One-Pot Oxidative Cleavage of Terminal Diols to Dehomologated Carboxylic Acids. | |
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MedLine Citation:
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PMID: 22991924 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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The organocatalytic one-pot oxidative cleavage of terminal 1,2-diols to one-carbon-unit-shorter carboxylic acids is described. The combination of 1-Me-AZADO (cat.), NaOCl (cat.), and NaClO(2) caused smooth one-pot oxidative cleavage under mild conditions. A broad range of substrates including carbohydrates and N-protected amino diols were converted without epimerization. Terminal triols and tetraols respectively underwent cleavage of their C-2 and C-3 moieties to afford their corresponding two- and three-carbon-unit-shorter carboxylic acids. |
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Authors:
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Masatoshi Shibuya; Ryu̅suke Doi; Takuro Shibuta; Shun-Ichiro Uesugi; Yoshiharu Iwabuchi |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-9-19 |
Journal Detail:
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Title: Organic letters Volume: - ISSN: 1523-7052 ISO Abbreviation: Org. Lett. Publication Date: 2012 Sep |
Date Detail:
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Created Date: 2012-9-20 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University , 6-3 Aobayama, Sendai 980-8578, Japan. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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