Literature DB >> 16734440

Supramolecular compounds from multiple ugi multicomponent macrocyclizations: peptoid-based cryptands, cages, and cryptophanes.

Daniel G Rivera1, Ludger A Wessjohann.   

Abstract

The first 3-fold multicomponent macrocyclizations of trifunctional building blocks were developed to produce, in one pot, cryptands, cages, and cryptophanes with peptoid tethers carrying additional recognition motifs. The straightforward, efficient, and diversity-oriented fashion by which these complex macromulticycles are obtained is suitable for building combinatorial libraries of synthetic receptors with potential applicability in catalysis and supramolecular and coordination chemistry. The strategy also easily allows creation of asymmetric macromulticyclic cavities, with up to 20 new bonds formed in one pot.

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Year:  2006        PMID: 16734440     DOI: 10.1021/ja060720r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

1.  One-pot multicomponent synthesis of two novel thiolactone scaffolds.

Authors:  B Beck; S Srivastava; K Khoury; E Herdtweck; Alexander Dömling
Journal:  Mol Divers       Date:  2010-04-21       Impact factor: 2.943

2.  Multicomponent macrocyclization reactions (MCMRs) employing highly reactive acyl ketene and nitrile oxide intermediates.

Authors:  John M Knapp; James C Fettinger; Mark J Kurth
Journal:  Org Lett       Date:  2011-08-09       Impact factor: 6.005

3.  Multicomponent synthesis of acylated short peptoids with antifungal activity against plant pathogens.

Authors:  Matías D Galetti; Adriana M Cirigliano; Gabriela M Cabrera; Javier A Ramírez
Journal:  Mol Divers       Date:  2011-09-16       Impact factor: 2.943

4.  A Cleavable Scaffold Strategy for the Synthesis of One-Bead One-Compound Cyclic Peptoid Libraries That Can Be Sequenced By Tandem Mass Spectrometry.

Authors:  Levi S Simpson; Thomas Kodadek
Journal:  Tetrahedron Lett       Date:  2012-03-05       Impact factor: 2.415

5.  Development of homomultimers and heteromultimers of lung cancer-specific peptoids.

Authors:  Jared C Hooks; Jaya P Matharage; D Gomika Udugamasooriya
Journal:  Biopolymers       Date:  2011       Impact factor: 2.505

6.  Synthesis of novel steroid-peptoid hybrid macrocycles by multiple multicomponent macrocyclizations including bifunctional building blocks (MiBs).

Authors:  Daniel G Rivera; Ludger A Wessjohann
Journal:  Molecules       Date:  2007-08-17       Impact factor: 4.411

7.  Kinetic analysis for macrocyclizations involving anionic template at the transition state.

Authors:  Vicente Martí-Centelles; M Isabel Burguete; Santiago V Luis
Journal:  ScientificWorldJournal       Date:  2012-04-22

Review 8.  Recent Advances in the Synthesis of Peptoid Macrocycles.

Authors:  Alexandra M Webster; Steven L Cobb
Journal:  Chemistry       Date:  2018-02-21       Impact factor: 5.236

Review 9.  Selectivity in multiple multicomponent reactions: types and synthetic applications.

Authors:  Ouldouz Ghashghaei; Francesca Seghetti; Rodolfo Lavilla
Journal:  Beilstein J Org Chem       Date:  2019-02-21       Impact factor: 2.883

10.  Static Combinatorial Chemistry: A High-Pressure Approach to the Synthesis of Macrocyclic Benzoamide Libraries.

Authors:  Grzegorz Pikus; Agata Tyszka-Gumkowska; Janusz Jurczak
Journal:  ACS Comb Sci       Date:  2020-03-20       Impact factor: 3.784

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