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Literature DB >> 20161329

Thio-mediated two-component coupling reaction of carboxylic acids and isonitriles under mild conditions.

Xiangyang Wu¹, Xuechen Li, Samuel J Danishefsky.

Abstract

The coupling reaction between carboxylic acids and isonitriles in the presence of thio phenol as activator under mild conditions is described.

Entities: Chemical Disease

Year: 2009 PMID： 20161329 PMCID： PMC2678747 DOI： 10.1016/j.tetlet.2009.01.046

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

4 in total

1. Addressing mechanistic issues in the coupling of isonitriles and carboxylic acids: potential routes to peptidic constructs.

Authors: Xuechen Li; Yu Yuan; Cindy Kan; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2008-09-11 Impact factor: 15.419

2. On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: regarding alleged formimidate carboxylate mixed anhydrides.

Authors: Xuechen Li; Yu Yuan; William F Berkowitz; Louis J Todaro; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2008-09-11 Impact factor: 15.419

3. Noncatalytic reaction of isonitriles and carboxylic acids en route to amide-type linkages.

Authors: Xuechen Li; Samuel J Danishefsky
Journal: Nat Protoc Date: 2008 Impact factor: 13.491

4. New chemistry with old functional groups: on the reaction of isonitriles with carboxylic acids--a route to various amide types.

Authors: Xuechen Li; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2008-03-28 Impact factor: 15.419

4 in total

10 in total

1. Expanding the limits of isonitrile-mediated amidations: on the remarkable stereosubtleties of macrolactam formation from synthetic seco-cyclosporins.

Authors: Xiangyang Wu; Jennifer L Stockdill; Peter K Park; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2012-01-17 Impact factor: 15.419

Review 2. A fascinating journey into history: exploration of the world of isonitriles en route to complex amides.

Authors: Rebecca M Wilson; Jennifer L Stockdill; Xiangyang Wu; Xuechen Li; Paul A Vadola; Peter K Park; Ping Wang; Samuel J Danishefsky
Journal: Angew Chem Int Ed Engl Date: 2012-02-24 Impact factor: 15.336

3. Encouraging progress in the ω-aspartylation of complex oligosaccharides as a general route to β-N-linked glycopolypeptides.

Authors: Ping Wang; Xuechen Li; Jianglong Zhu; Jin Chen; Yu Yuan; Xiangyang Wu; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2011-01-05 Impact factor: 15.419

4. Dihydro-3-(triphenylphosphoranylidene)-2,5-thiophendione: A Convenient Synthon for the Preparation of Substituted 1,4-Thiazepin-5-ones and Piperidinones via the Intermediacy of Thioacids.

Authors: David Crich; Md Yeajur Rahaman
Journal: Tetrahedron Date: 2010-08-14 Impact factor: 2.457

5. Solid-phase peptide synthesis and solid-phase fragment coupling mediated by isonitriles.

Authors: Ting Wang; Samuel J Danishefsky
Journal: Proc Natl Acad Sci U S A Date: 2013-07-02 Impact factor: 11.205

6. On the synthesis of conformationally modified peptides through isonitrile chemistry: implications for dealing with polypeptide aggregation.

Authors: Xiangyang Wu; Peter K Park; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2011-05-03 Impact factor: 15.419