Literature DB >> 23227944

Asymmetric transfer hydrogenation coupled with dynamic kinetic resolution in water: synthesis of anti-β-hydroxy-α-amino acid derivatives.

Brinton Seashore-Ludlow1, François Saint-Dizier, Peter Somfai.   

Abstract

The use of asymmetric transfer hydrogenation combined with dynamic kinetic resolution for the synthesis of β-hydroxy-α-(tert-butoxycarbonyl)amino esters in water is described. This procedure provides the desired amino alcohols in good yields, diastereoselectivities, and enantioselectivities. A surfactant is employed to achieve good yields due to the hydrophobic nature of both the catalyst and substrate. The reaction setup is operationally simple, and nondegassed water can be used as the solvent.

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Year:  2012        PMID: 23227944     DOI: 10.1021/ol303115v

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


  4 in total

1.  Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations.

Authors:  Vikram Bhat; Eric R Welin; Xuelei Guo; Brian M Stoltz
Journal:  Chem Rev       Date:  2017-02-06       Impact factor: 60.622

Review 2.  Recent advances on the synthesis of natural pyrrolizidine alkaloids: alexine, and its stereoisomers.

Authors:  Ghodsi Mohammadi Ziarani; Negar Jamasbi; Fatemeh Mohajer
Journal:  Nat Prod Bioprospect       Date:  2022-02-07

3.  Enantioselective synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters: application to the total synthesis of (+)-alexine.

Authors:  Lu Yu; Peter Somfai
Journal:  RSC Adv       Date:  2019-01-21       Impact factor: 4.036

4.  trans-Diastereoselective Ru(II)-Catalyzed Asymmetric Transfer Hydrogenation of α-Acetamido Benzocyclic Ketones via Dynamic Kinetic Resolution.

Authors:  Andrej Emanuel Cotman; Matic Lozinšek; Baifan Wang; Michel Stephan; Barbara Mohar
Journal:  Org Lett       Date:  2019-05-06       Impact factor: 6.005

  4 in total

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