| Palladium-catalyzed intramolecular alpha-arylation of alpha-amino acid esters. | |
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MedLine Citation:
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PMID: 11798319 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The Pd-catalyzed intramolecular alpha-arylation of alpha-amino acid esters is described. Starting from readily available amino acids, the synthesis of a variety of isoindolines and tetrahydroisoquinoline carboxylic acid esters has been accomplished. Additionally, fused tricyclic systems can be efficiently prepared from cyclic amino acid esters. Reaction conditions have been found that allow the use of tert-butyl ester and N-(benzyloxycarbonyl) protecting groups. |
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Authors:
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Oliver Gaertzen; Stephen L Buchwald |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S. |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 67 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2002 Jan |
Date Detail:
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Created Date: 2002-01-18 Completed Date: 2002-04-02 Revised Date: 2007-11-14 |
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: 465-75 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, 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* Carboxylic Acids / chemical synthesis, chemistry Catalysis Chromatography, Gas Cyclization Esters / chemical synthesis*, chemistry* Indoles / chemical synthesis, chemistry Isoquinolines / chemical synthesis, chemistry Molecular Structure Nuclear Magnetic Resonance, Biomolecular Palladium / chemistry* Spectrophotometry, Infrared Spectroscopy, Fourier Transform Infrared |
| Grant Support | |
ID/Acronym/Agency:
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GM46059/GM/NIGMS NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Carboxylic Acids; 0/Esters; 0/Indoles; 0/Isoquinolines; 7440-05-3/Palladium |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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