Literature DB >> 17924638

Freezing imine exchange in dynamic combinatorial libraries with Ugi reactions: versatile access to templated macrocycles.

Ludger A Wessjohann1, Daniel G Rivera, Fredy León.   

Abstract

A novel approach to freeze the imine exchange process in dynamic combinatorial libraries by Ugi reactions was developed. Macrocyclic oligoimine libraries previously formed and altered by addition of metal templates are efficiently quenched by multiple multicomponent reactions. The approach may be considered as an alternative to the typical reduction with borohydrides and delivers polyazamacrocycles with variable side arms. High dilution is not required to achieve high yields.

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Year:  2007        PMID: 17924638     DOI: 10.1021/ol7021033

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


  3 in total

1.  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

Review 2.  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

3.  Competition-driven selection in covalent dynamic networks and implementation in organic reactional selectivity.

Authors:  P Kovaříček; A C Meister; K Flídrová; R Cabot; K Kovaříčková; J-M Lehn
Journal:  Chem Sci       Date:  2016-02-10       Impact factor: 9.825

  3 in total

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