| Facile procedure for generating side chain functionalized poly(alpha-hydroxy acid) copolymers from aldehydes via a versatile Passerini-type condensation. | |
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MedLine Citation:
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PMID: 20608664 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A general method for synthesizing alpha-hydroxy N-acylindoles in one-pot via an acid-catalyzed condensation of a convertible isonitrile with water and various aldehydes is presented. These intermediates were incorporated into poly(alpha-hydroxy acid) copolymers bearing residues with functionalizable side chains, which could be further modified through Cu(I)-catalyzed azide-alkyne cylcoaddition reactions. This versatile synthetic strategy provides access to side chain functionalized poly(alpha-hydroxy acid) copolymers from readily available aldehydes, making it potentially useful as an approach to synthesize biodegradable polymers with new, tunable properties. |
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Authors:
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Mark Rubinshtein; Carrie R James; Jennifer L Young; Yanyan J Ma; Yoshihisa Kobayashi; Nathan C Gianneschi; Jerry Yang |
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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, Non-P.H.S. |
Journal Detail:
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Title: Organic letters Volume: 12 ISSN: 1523-7052 ISO Abbreviation: Org. Lett. Publication Date: 2010 Aug |
Date Detail:
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Created Date: 2010-07-30 Completed Date: 2010-11-02 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: 3560-3 Citation Subset: IM |
Affiliation:
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Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Aldehydes
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chemistry* Catalysis Combinatorial Chemistry Techniques Copper / chemistry Hydroxy Acids / chemical synthesis*, chemistry Indoles / chemical synthesis, chemistry Molecular Structure Polymers / chemical synthesis*, chemistry |
| Chemical | |
Reg. No./Substance:
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0/Aldehydes; 0/Hydroxy Acids; 0/Indoles; 0/Polymers; 7440-50-8/Copper |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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