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

   

Authors:	Li, X.; Yuan, Y.; Kan, C.; Danishefsky, S. J.
Article Title:	Addressing mechanistic issues in the coupling of isonitriles and carboxylic acids: Potential routes to peptidic constructs
Abstract:	Mechanistic 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.
Keywords:	unclassified drug; mass spectrometry; carboxy terminal sequence; peptide; peptides; magnetic resonance spectroscopy; chemical structure; molecular structure; reaction analysis; nitriles; chemical reaction; synthesis; isonitrile derivative; proton nuclear magnetic resonance; stereoisomerism; carboxylic acids; carboxylic acid derivative; formimidate carboxylate mixed anhydride; acylation; two component coupling
Journal Title:	Journal of the American Chemical Society
Volume:	130
Issue:	40
ISSN:	0002-7863
Publisher:	American Chemical Society
Date Published:	2008-10-08
Start Page:	13225
End Page:	13227
Language:	English
DOI:	10.1021/ja804709s
PUBMED:	18783225
PROVIDER:	scopus
PMCID:	PMC2580816
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-53549120657&partnerID=40&md5=ea972326993cbfc2f199d32c0ce91cb6
Notes:	--- - "Cited By (since 1996): 27" - "Export Date: 17 November 2011" - "CODEN: JACSA" - "Source: Scopus"

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