| Total synthesis of anachelin H. | |
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MedLine Citation:
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PMID: 15575666 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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[structure: see text] The first total synthesis of anachelin H is reported. Starting from L-Ser, a stereodivergent synthesis of the polyketide fragment resulting in all possible diastereoisomers is described. The alkaloid peptide fragment is prepared via a tellurium-mediated oxidative aza annulation as the key step. Coupling of the fragments gave synthetic anachelin H, which was found to be identical to a sample of the natural product, thus confirming the configuration by total synthesis. |
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Authors:
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Karl Gademann; Yann Bethuel |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Organic letters Volume: 6 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2004 Dec |
Date Detail:
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Created Date: 2004-12-03 Completed Date: 2005-05-17 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: United States |
Other Details:
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Languages: eng Pagination: 4707-10 Citation Subset: IM |
Affiliation:
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Laboratorium für Organische Chemie der ETH Zürich, CH-8093 Zürich. gademann@org.chem.ethz.ch |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Chromatography, High Pressure Liquid Molecular Structure Oligopeptides / chemical synthesis*, chemistry Peptide Fragments / chemical synthesis*, chemistry Quinolinium Compounds / chemical synthesis*, chemistry Serine / chemistry Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Oligopeptides; 0/Peptide Fragments; 0/Quinolinium Compounds; 0/anachelin; 56-45-1/Serine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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