Literature DB >> 24649824

A switchable [2]rotaxane asymmetric organocatalyst that utilizes an acyclic chiral secondary amine.

Victor Blanco1, David A Leigh, Vanesa Marcos, José A Morales-Serna, Alina L Nussbaumer.   

Abstract

A rotaxane-based switchable asymmetric organocatalyst has been synthesized in which the change of the position of the macrocycle reveals or conceals an acyclic, yet still highly effective, chiral organocatalytic group. This allows control over both the rate and stereochemical outcome of a catalyzed asymmetric Michael addition.

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Year:  2014        PMID: 24649824     DOI: 10.1021/ja501561c

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


  29 in total

Review 1.  Artificial Molecular Machines.

Authors:  Sundus Erbas-Cakmak; David A Leigh; Charlie T McTernan; Alina L Nussbaumer
Journal:  Chem Rev       Date:  2015-09-08       Impact factor: 60.622

Review 2.  Chirality in rotaxanes and catenanes.

Authors:  E M G Jamieson; F Modicom; S M Goldup
Journal:  Chem Soc Rev       Date:  2018-07-17       Impact factor: 54.564

3.  Mechanical chirality: A chiral catalyst with a ring to it.

Authors:  Stephen M Goldup
Journal:  Nat Chem       Date:  2016-04-22       Impact factor: 24.427

4.  Remote electrochemical modulation of pKa in a rotaxane by co-conformational allostery.

Authors:  Giulio Ragazzon; Christian Schäfer; Paola Franchi; Serena Silvi; Benoit Colasson; Marco Lucarini; Alberto Credi
Journal:  Proc Natl Acad Sci U S A       Date:  2017-12-18       Impact factor: 11.205

5.  Reversible mechanical switching of magnetic interactions in a molecular shuttle.

Authors:  Valentina Bleve; Christian Schäfer; Paola Franchi; Serena Silvi; Elisabetta Mezzina; Alberto Credi; Marco Lucarini
Journal:  ChemistryOpen       Date:  2014-10-22       Impact factor: 2.911

6.  Cyclization of interlocked fumaramides into β-lactams: experimental and computational mechanistic assessment of the key intercomponent proton transfer and the stereocontrolling active pocket.

Authors:  Alberto Martinez-Cuezva; Aurelia Pastor; Marta Marin-Luna; Carmen Diaz-Marin; Delia Bautista; Mateo Alajarin; Jose Berna
Journal:  Chem Sci       Date:  2020-11-11       Impact factor: 9.825

7.  Cross dehydrogenative C-O coupling catalysed by a catenane-coordinated copper(i).

Authors:  Lihui Zhu; Jiasheng Li; Jun Yang; Ho Yu Au-Yeung
Journal:  Chem Sci       Date:  2020-11-01       Impact factor: 9.825

Review 8.  A Focus on Triazolium as a Multipurpose Molecular Station for pH-Sensitive Interlocked Crown-Ether-Based Molecular Machines.

Authors:  Frédéric Coutrot
Journal:  ChemistryOpen       Date:  2015-06-05       Impact factor: 2.911

9.  A Stimuli-Responsive Rotaxane-Gold Catalyst: Regulation of Activity and Diastereoselectivity.

Authors:  Marzia Galli; James E M Lewis; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-21       Impact factor: 15.336

10.  Asymmetric Catalysis with a Mechanically Point-Chiral Rotaxane.

Authors:  Yusuf Cakmak; Sundus Erbas-Cakmak; David A Leigh
Journal:  J Am Chem Soc       Date:  2016-02-04       Impact factor: 15.419

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