Document Detail


Building addressable libraries: site-selective formation of an N-acyliminium ion intermediate.
MedLine Citation:
PMID:  18491858     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
David Kesselring; Karl Maurer; Kevin D Moeller
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Publication Detail:
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:
Title:  Organic letters     Volume:  10     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2008 Jun 
Date Detail:
Created Date:  2008-06-13     Completed Date:  2008-08-07     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2501-4     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Washington University, St Louis, MO 63130, USA.
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MeSH Terms
Descriptor/Qualifier:
Combinatorial Chemistry Techniques*
Imines / chemistry*
Microelectrodes
Molecular Structure
Grant Support
ID/Acronym/Agency:
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:
0/Imines

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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