| Synthesis of gamma,delta-unsaturated and delta,epsilon-unsaturated alpha-amino acids from fragmentation of gamma- and delta-lactones. | |
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MedLine Citation:
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PMID: 14750809 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A noncoded amino acid of cyclomarin A (1) was synthesized in a racemic fashion. The method employs a six-membered ring template to control the relative stereochemistry and introduction of the functional groups. Ultimately, Pd-catalyzed fragmentation of the lactone provided gamma,delta-unsaturated and delta,epsilon-unsaturated alpha-amino acids. A Pd-catalyzed ring opening of a gamma-lactone is also reported. |
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Authors:
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James E Tarver; Madeleine M Joullié |
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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: The Journal of organic chemistry Volume: 69 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2004 Feb |
Date Detail:
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Created Date: 2004-01-30 Completed Date: 2004-05-14 Revised Date: 2006-11-15 |
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: 815-20 Citation Subset: IM |
Affiliation:
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Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acids
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chemical synthesis*,
chemistry Isomerism Lactones / chemistry* Oligopeptides / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Lactones; 0/Oligopeptides; 0/cyclomarin A |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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