Literature DB >> 17291005

Dynamic kinetic resolution of primary amines with a recyclable Pd nanocatalyst for racemization.

Mahn-Joo Kim1, Won-Hee Kim, Kiwon Han, Yoon Kyung Choi, Jaiwook Park.   

Abstract

A practical procedure for the dynamic kinetic resolution (DKR) of primary amines has been developed. This procedure employs a palladium nanocatalyst as the racemization catalyst, a commercial lipase (Novozym-435) as the resolution catalyst, and ethyl acetate or ethyl methoxyacetate as the acyl donor. Eleven primary amines and one amino acid amide have been efficiently resolved with good yields (85-99%) and high enantiomeric excesses (97-99%). [reaction: see text]

Entities:  

Year:  2007        PMID: 17291005     DOI: 10.1021/ol070130d

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


  6 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

2.  Asymmetric synthesis of nonracemic primary amines via spiroborate-catalyzed reduction of pure (E)- and (Z)-O-benzyloximes: applications toward the synthesis of calcimimetic agents.

Authors:  Wenhua Ou; Sandraliz Espinosa; Héctor J Meléndez; Silvia M Farré; Jaime L Alvarez; Valerie Torres; Ileanne Martínez; Kiara M Santiago; Margarita Ortiz-Marciales
Journal:  J Org Chem       Date:  2013-05-13       Impact factor: 4.354

Review 3.  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

4.  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

5.  Transaminase-Catalyzed Racemization with Potential for Dynamic Kinetic Resolutions.

Authors:  Federica Ruggieri; Luuk M van Langen; Derek T Logan; Björn Walse; Per Berglund
Journal:  ChemCatChem       Date:  2018-10-11       Impact factor: 5.686

6.  Enzymatic and chemo-enzymatic strategies to produce highly valuable chiral amines from biomass with ω-transaminases on 2D zeolites.

Authors:  J Miguel Carceller; Karen S Arias; Maria J Climent; Sara Iborra; Avelino Corma
Journal:  Natl Sci Rev       Date:  2022-07-29       Impact factor: 23.178

  6 in total

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