Literature DB >> 17279766

Dynamic kinetic resolution of amines involving biocatalysis and in situ free radical mediated racemization.

Stéphane Gastaldi1, Stéphanie Escoubet, Nicolas Vanthuyne, Gérard Gil, Michèle P Bertrand.   

Abstract

[reaction: see text] The association of lipase-catalyzed enzymatic resolution with in situ racemization mediated with the thiyl radical enables the dynamic kinetic resolution of non-benzylic amines. It leads to (R)-amides with high enantioselectivities. It can be applied either to the conversion of racemic mixtures or to the inversion of (S)-enantiomers.

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Year:  2007        PMID: 17279766     DOI: 10.1021/ol063062o

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


  3 in total

1.  Development of dynamic kinetic resolution on large scale for (±)-1-phenylethylamine.

Authors:  Lisa K Thalén; Jan-E Bäckvall
Journal:  Beilstein J Org Chem       Date:  2010-09-13       Impact factor: 2.883

Review 2.  Chemoenzymatic dynamic kinetic resolution: a powerful tool for the preparation of enantiomerically pure alcohols and amines.

Authors:  Oscar Verho; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2015-03-19       Impact factor: 15.419

3.  Deracemization by simultaneous bio-oxidative kinetic resolution and stereoinversion.

Authors:  Joerg H Schrittwieser; Bas Groenendaal; Verena Resch; Diego Ghislieri; Silvia Wallner; Eva-Maria Fischereder; Elisabeth Fuchs; Barbara Grischek; Johann H Sattler; Peter Macheroux; Nicholas J Turner; Wolfgang Kroutil
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-24       Impact factor: 15.336

  3 in total

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