Literature DB >> 21494950

Enamine catalysis.

Petri M Pihko1, Inkeri Majander, Anniina Erkkilä.   

Abstract

The reversible reaction of primary or secondary amines with enolizable aldehydes or ketones affords nucleophilic intermediates, enamines. With chiral amines, catalytic enantioselective reactions via enamine intermediates become possible. In this review, structure-activity relationships and the scope as well as current limitations of enamine catalysis are discussed.

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Year:  2010        PMID: 21494950     DOI: 10.1007/978-3-642-02815-1_21

Source DB:  PubMed          Journal:  Top Curr Chem        ISSN: 0340-1022


  3 in total

1.  Reaction of cis-3-chloroacrylic acid dehalogenase with an allene substrate, 2,3-butadienoate: hydration via an enamine.

Authors:  Gottfried K Schroeder; William H Johnson; Jamison P Huddleston; Hector Serrano; Kenneth A Johnson; Christian P Whitman
Journal:  J Am Chem Soc       Date:  2011-12-19       Impact factor: 15.419

2.  Stereoselectivities of histidine-catalyzed asymmetric aldol additions and contrasts with proline catalysis: a quantum mechanical analysis.

Authors:  Yu-hong Lam; K N Houk; Ulf Scheffler; Rainer Mahrwald
Journal:  J Am Chem Soc       Date:  2012-03-29       Impact factor: 15.419

3.  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

  3 in total

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