Literature DB >> 21958394

Enamine carboxylates as stereodetermining intermediates in prolinate catalysis.

Jason E Hein1, Jordi Burés, Yu-hong Lam, Matthew Hughes, K N Houk, Alan Armstrong, Donna G Blackmond.   

Abstract

Experimental and computational studies probing the nature of intermediates in the α-amination of aldehydes catalyzed by prolinate salts support an enamine carboxylate intermediate in the stereodetermining step.
© 2011 American Chemical Society

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Year:  2011        PMID： 21958394     DOI： 10.1021/ol2023533

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


  3 in total

1.  Enamine/Dienamine and Brønsted Acid Catalysis: Elusive Intermediates, Reaction Mechanisms, and Stereoinduction Modes Based on in Situ NMR Spectroscopy and Computational Studies.

Authors:  Polyssena Renzi; Johnny Hioe; Ruth M Gschwind
Journal:  Acc Chem Res       Date:  2017-11-27       Impact factor: 22.384

2.  Unusually high α-proton acidity of prolyl residues in cyclic peptides.

Authors:  Oliver R Maguire; Bethany Taylor; Eleanor M Higgins; Matthew Rees; Steven L Cobb; Nigel S Simpkins; Christopher J Hayes; AnnMarie C O'Donoghue
Journal:  Chem Sci       Date:  2020-07-02       Impact factor: 9.825

3.  Kinetics versus thermodynamics in the proline catalyzed aldol reaction.

Authors:  M Orlandi; M Ceotto; M Benaglia
Journal:  Chem Sci       Date:  2016-05-06       Impact factor: 9.825
  3 in total

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