| Building addressable libraries: site-selective formation of an N-acyliminium ion intermediate. | |
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MedLine Citation:
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PMID: 18491858 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A strategy for site-selectively generating reactive N-acyliminium ion intermediates on a microelectrode array has been developed. The route capitalizes on the use of an electroauxiliary for building a methoxylated amino acid substrate, and then the electrochemical generation and solution phase confinement of acid in order to form the N-acyliminium ion. Keys to this strategy were the stability of an N-alpha-methoxyalkyl amide to basic reaction conditions and the generality of the electrogenerated acid conditions for conducting microelectrode array reactions in a site-selective fashion. |
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Authors:
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David Kesselring; Karl Maurer; Kevin D Moeller |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S. Date: 2008-05-21 |
Journal Detail:
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Title: Organic letters Volume: 10 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2008 Jun |
Date Detail:
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Created Date: 2008-06-13 Completed Date: 2008-08-07 Revised Date: - |
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: 2501-4 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Washington University, St Louis, MO 63130, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Combinatorial Chemistry Techniques* Imines / chemistry* Microelectrodes Molecular Structure |
| Grant Support | |
ID/Acronym/Agency:
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RR 00954/RR/NCRR NIH HHS; RR 02004/RR/NCRR NIH HHS; RR 05018/RR/NCRR NIH HHS; RR 07155/RR/NCRR NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Imines |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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