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Literature DB >> 21869850

On the Preparation of Enantiomerically Pure Isonitriles from Amino Acid Esters and Peptides.

Jianglong Zhu¹, Xiangyang Wu, Samuel J Danishefsky.

Abstract

An improved method for the synthesis of enantiomerically pure isonitriles from amino acid esters and dipeptides is described.

Entities: Chemical

Year: 2009 PMID： 21869850 PMCID： PMC3159893 DOI： 10.1016/j.tetlet.2008.11.069

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

5 in total

1. Toward fully synthetic glycoproteins by ultimately convergent routes: a solution to a long-standing problem.

Authors: J David Warren; Justin S Miller; Stacy J Keding; Samuel J Danishefsky
Journal: J Am Chem Soc Date: 2004-06-02 Impact factor: 15.419

2. 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

3. 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

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

5. A resource-efficient and highly flexible procedure for a three-component synthesis of 2-imidazolines.

Authors: Niels Elders; Rob F Schmitz; Frans J J de Kanter; Eelco Ruijter; Marinus B Groen; Romano V A Orru
Journal: J Org Chem Date: 2007-07-12 Impact factor: 4.354

5 in total

9 in total

Review 1. Chemistry and biology of multicomponent reactions.

Authors: Alexander Dömling; Wei Wang; Kan Wang
Journal: Chem Rev Date: 2012-03-22 Impact factor: 60.622

2. 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 3. 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

4. Complementary isonitrile-based multicomponent reactions for the synthesis of diversified cytotoxic hemiasterlin analogues.

Authors: Giordano Lesma; Ivan Bassanini; Roberta Bortolozzi; Chiara Colletto; Ruoli Bai; Ernest Hamel; Fiorella Meneghetti; Giulia Rainoldi; Mattia Stucchi; Alessandro Sacchetti; Alessandra Silvani; Giampietro Viola
Journal: Org Biomol Chem Date: 2015-10-15 Impact factor: 3.876

5. 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

9. Expeditious Total Synthesis of Hemiasterlin through a Convergent Multicomponent Strategy and Its Use in Targeted Cancer Therapeutics.

Authors: Jiraborrirak Charoenpattarapreeda; Stephen J Walsh; Jason S Carroll; David R Spring
Journal: Angew Chem Int Ed Engl Date: 2020-10-12 Impact factor: 15.336