Literature DB >> 16671782

Macrocycloadditions leading to conformationally restricted small molecules.

Ryan E Looper1, Daniela Pizzirani, Stuart L Schreiber.   

Abstract

[reaction: see text] The Cu(I)-catalyzed cycloaddition of alkynes and azides (click reaction) provides a robust method for the construction of macrocyclic small molecules via an intramolecular macrocycloaddition. A three-subunit system has been used to explore the tolerance of this macrocycloaddition to variations of stereochemistries and substituents.

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Year:  2006        PMID: 16671782     DOI: 10.1021/ol0604724

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


  6 in total

1.  Fragment-based domain shuffling approach for the synthesis of pyran-based macrocycles.

Authors:  Eamon Comer; Haibo Liu; Adrien Joliton; Alexandre Clabaut; Christopher Johnson; Lakshmi B Akella; Lisa A Marcaurelle
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-07       Impact factor: 11.205

2.  Diversity-oriented synthesis of macrocyclic peptidomimetics.

Authors:  Albert Isidro-Llobet; Tiffanie Murillo; Paula Bello; Agostino Cilibrizzi; James T Hodgkinson; Warren R J D Galloway; Andreas Bender; Martin Welch; David R Spring
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-07       Impact factor: 11.205

3.  A modular reaction pairing approach to the diversity-oriented synthesis of fused- and bridged-polycyclic sultams.

Authors:  Thiwanka B Samarakoon; Joanna K Loh; Alan Rolfe; Lisa S Le; Sun Young Yoon; Gerald H Lushington; Paul R Hanson
Journal:  Org Lett       Date:  2011-09-07       Impact factor: 6.005

4.  Accessing skeletal diversity using catalyst control: formation of n and n + 1 macrocyclic triazole rings.

Authors:  Ann Rowley Kelly; Jingqiang Wei; Sarathy Kesavan; Jean-Charles Marié; Nicole Windmon; Damian W Young; Lisa A Marcaurelle
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

Review 5.  Advancements in the mechanistic understanding of the copper-catalyzed azide-alkyne cycloaddition.

Authors:  Regina Berg; Bernd F Straub
Journal:  Beilstein J Org Chem       Date:  2013-12-02       Impact factor: 2.883

6.  'Click cyclic ADP-ribose': a neutral second messenger mimic.

Authors:  Joanna M Swarbrick; Richard Graeff; Clive Garnham; Mark P Thomas; Antony Galione; Barry V L Potter
Journal:  Chem Commun (Camb)       Date:  2014-01-23       Impact factor: 6.222

  6 in total

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