| SmI(2)-induced reductive cyclizations for the synthesis of cyclic ethers and applications in natural product synthesis. | |
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MedLine Citation:
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PMID: 20502797 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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This tutorial review covers SmI(2)-induced reductive cyclizations of beta-alkoxyacrylate, beta-alkoxyvinyl sulfone, and beta-alkoxyvinyl sulfoxide, as methods for efficient construction of cyclic ethers. These cyclizations were developed as tools to aid in the total synthesis of marine polycyclic ethers, whose complex, synthetically challenging structures and potent bioactivities have attracted the attention of numerous synthetic organic chemists. Applications of the methods to total syntheses of various natural products containing cyclic ether are also described. |
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Authors:
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Tadashi Nakata |
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Publication Detail:
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Type: Journal Article; Review Date: 2010-03-23 |
Journal Detail:
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Title: Chemical Society reviews Volume: 39 ISSN: 1460-4744 ISO Abbreviation: Chem Soc Rev Publication Date: 2010 Jun |
Date Detail:
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Created Date: 2010-05-26 Completed Date: 2010-08-25 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0335405 Medline TA: Chem Soc Rev Country: England |
Other Details:
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Languages: eng Pagination: 1955-72 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Faculty of Science, Tokyo University of Science, 1-3, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan. nakata@rs.kagu.tus.ac.jp |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Biological Products
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chemical synthesis*,
chemistry Cyclization Ethers, Cyclic / chemical synthesis*, chemistry Iodides / chemistry* Samarium / chemistry* Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Biological Products; 0/Ethers, Cyclic; 0/Iodides; 0/samarium diiodide; 7440-19-9/Samarium |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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