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Article: Addressing mechanistic issues in the coupling of isonitriles and carboxylic acids: Potential routes to peptidic constructs

TitleAddressing mechanistic issues in the coupling of isonitriles and carboxylic acids: Potential routes to peptidic constructs
Authors
Li, XYuan, YKan, CDanishefsky, SJ
Issue Date2008
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html
Citation
Journal Of The American Chemical Society, 2008, v. 130 n. 40, p. 13225-13227 How to Cite?
DOI: http://dx.doi.org/10.1021/ja804709s
AbstractMechanistic issues surrounding the two component coupling (2CC) reaction of carboxylic acids with isonitriles have been investigated. Experimental details suggest the formimidate carboxylate mixed anhydride intermediate exists in both interdictable and noninterdictable form. Furthermore, the 2CC reaction has been applied to the synthesis of a tripeptide featuring two formyl functional groups. Copyright © 2008 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/168330
ISSN
0002-7863
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID
WOS:000259675500019
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorLi, Xen_US
dc.contributor.authorYuan, Yen_US
dc.contributor.authorKan, Cen_US
dc.contributor.authorDanishefsky, SJen_US
dc.date.accessioned2012-10-08T03:17:40Z-
dc.date.available2012-10-08T03:17:40Z-
dc.date.issued2008en_US
dc.identifier.citationJournal Of The American Chemical Society, 2008, v. 130 n. 40, p. 13225-13227en_US
dc.identifier.issn0002-7863en_US
dc.identifier.urihttp://hdl.handle.net/10722/168330-
dc.description.abstractMechanistic issues surrounding the two component coupling (2CC) reaction of carboxylic acids with isonitriles have been investigated. Experimental details suggest the formimidate carboxylate mixed anhydride intermediate exists in both interdictable and noninterdictable form. Furthermore, the 2CC reaction has been applied to the synthesis of a tripeptide featuring two formyl functional groups. Copyright © 2008 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.htmlen_US
dc.relation.ispartofJournal of the American Chemical Societyen_US
dc.subject.meshCarboxylic Acids - Chemistryen_US
dc.subject.meshMagnetic Resonance Spectroscopyen_US
dc.subject.meshMass Spectrometryen_US
dc.subject.meshMolecular Structureen_US
dc.subject.meshNitriles - Chemistryen_US
dc.subject.meshPeptides - Chemistryen_US
dc.titleAddressing mechanistic issues in the coupling of isonitriles and carboxylic acids: Potential routes to peptidic constructsen_US
dc.typeArticleen_US
dc.identifier.emailLi, X:xuechenl@hku.hken_US
dc.identifier.authorityLi, X=rp00742en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/ja804709sen_US
dc.identifier.pmid18783225-
dc.identifier.scopuseid_2-s2.0-53549120657en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-53549120657&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume130en_US
dc.identifier.issue40en_US
dc.identifier.spage13225en_US
dc.identifier.epage13227en_US
dc.identifier.eissn1520-5126-
dc.identifier.isiWOS:000259675500019-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridLi, X=24168958800en_US
dc.identifier.scopusauthoridYuan, Y=35180688100en_US
dc.identifier.scopusauthoridKan, C=7102156185en_US
dc.identifier.scopusauthoridDanishefsky, SJ=7202925243en_US
dc.identifier.issnl0002-7863-

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