New chemistry with old functional groups: On the reaction of isonitriles with carboxylic acids - A route to various amide types Journal Article
| Authors: | Li, X.; Danishefsky, S. J. |
| Article Title: | New chemistry with old functional groups: On the reaction of isonitriles with carboxylic acids - A route to various amide types |
| Abstract: | Thermolysis of isonitriles with carboxylic acids provides, in one step, N-formyl imides (see, for example, 8 + 19 → 21). The resultant N-formyl group can be converted to N-H, NCH2OH, or NCH3. This chemistry allows for a new route for synthesizing β-N (asparagine)-linked glycosyl amino acids. Copyright © 2008 American Chemical Society. |
| Keywords: | chemical structure; catalysis; glycoprotein; models, chemical; nitriles; chemical reaction; room temperature; glycopeptides; isonitrile derivative; asparagine; carboxylic acids; organic chemistry; amides; amide; carboxylic acid; functional group; cycloaddition; oxoacid; imides |
| Journal Title: | Journal of the American Chemical Society |
| Volume: | 130 |
| Issue: | 16 |
| ISSN: | 0002-7863 |
| Publisher: | American Chemical Society |
| Date Published: | 2008-04-23 |
| Start Page: | 5446 |
| End Page: | 5448 |
| Language: | English |
| DOI: | 10.1021/ja800612r |
| PUBMED: | 18370392 |
| PROVIDER: | scopus |
| PMCID: | PMC2580817 |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 43" - "Export Date: 17 November 2011" - "CODEN: JACSA" - "Source: Scopus" |
