Literature DB >> 12027659

Liquid-phase combinatorial synthesis of alicyclic beta-lactams via Ugi four-component reaction.

Szilvia Gedey1, Johan Van der Eycken, Ferenc Fülöp.   

Abstract

[reaction: see text] Alicyclic beta-lactams were successfully synthesized via a parallel liquid-phase Ugi four-center three-component reaction (U-4C-3CR), starting from alicyclic beta-amino acids such as cis-2-aminocyclohexanecarboxylic acid, cis-2-aminocyclopentanecarboxylic acid, 2,3-diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acid and some of their partially unsaturated analogues. A six-membered mixture-based combinatorial library of beta-lactams was also generated.

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Year:  2002        PMID： 12027659     DOI： 10.1021/ol025986r

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  11 in total

1.  Synthesis and preliminary biological evaluation of a small library of hybrid compounds based on Ugi isocyanide multicomponent reactions with a marine natural product scaffold.

Authors:  Edward Avilés; Jacques Prudhomme; Karine G Le Roch; Scott G Franzblau; Kevin Chandrasena; Alejandro M S Mayer; Abimael D Rodríguez
Journal:  Bioorg Med Chem Lett       Date:  2015-09-15       Impact factor: 2.823

Review 2.  On the industrial applications of MCRs: molecular diversity in drug discovery and generic drug synthesis.

Authors:  Cédric Kalinski; Michael Umkehrer; Lutz Weber; Jürgen Kolb; Christoph Burdack; Günther Ross
Journal:  Mol Divers       Date:  2010-03-16       Impact factor: 2.943

3.  With unprotected amino acids to tetrazolo peptidomimetics.

Authors:  Rudrakshula Madhavachary; Qian Wang; Alexander Dömling
Journal:  Chem Commun (Camb)       Date:  2017-07-27       Impact factor: 6.222

4.  Solid-phase synthesis of N-substituted pyrrolidinone-tethered N-substituted piperidines via Ugi reaction.

Authors:  Zhang Liu; Adel Nefzi
Journal:  J Comb Chem       Date:  2010-07-12

5.  Facile, novel two-step syntheses of benzimidazoles, bis-benzimidazoles, and bis-benzimidazole-dihydroquinoxalines.

Authors:  Zhigang Xu; Arthur Y Shaw; Justin Dietrich; Alexandra P Cappelli; Gary Nichol; Christopher Hulme
Journal:  Mol Divers       Date:  2012-01-12       Impact factor: 2.943

6.  Monamphilectine A, a potent antimalarial β-lactam from marine sponge Hymeniacidon sp: isolation, structure, semisynthesis, and bioactivity.

Authors:  Edward Avilés; Abimael D Rodríguez
Journal:  Org Lett       Date:  2010-10-21       Impact factor: 6.005

7.  Structures, semisyntheses, and absolute configurations of the antiplasmodial α-substituted β-lactam monamphilectines B and C from the sponge Svenzea flava.

Authors:  Edward Avilés; Jacques Prudhomme; Karine G Le Roch; Abimael D Rodríguez
Journal:  Tetrahedron       Date:  2015-01-21       Impact factor: 2.457

8.  Synthesis of conformationally constrained tricyclic beta-lactam enantiomers through Ugi four-center three-component reactions of a monoterpene-based beta-amino acid.

Authors:  Zsolt Szakonyi; Reijo Sillanpää; Ferenc Fülöp
Journal:  Mol Divers       Date:  2009-04-15       Impact factor: 2.943

Review 9.  Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics.

Authors:  Gijs Koopmanschap; Eelco Ruijter; Romano Va Orru
Journal:  Beilstein J Org Chem       Date:  2014-03-04       Impact factor: 2.883

10.  Regioselective Synthesis of a Family of β-Lactams Bearing a Triazole Moiety as Potential Apoptosis Inhibitors.

Authors:  Maria Garrido; Miriam Corredor; Mar Orzáez; Ignacio Alfonso; Angel Messeguer
Journal:  ChemistryOpen       Date:  2016-08-02       Impact factor: 2.911
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