Literature DB >> 20486106

Enantioselective organocatalytic addition of azlactones to maleimides: a highly stereocontrolled entry to 2,2-disubstituted-2H-oxazol-5-ones.

Andrea-Nekane R Alba1, Guillem Valero, Teresa Calbet, Mercé Font-Bardía, Albert Moyano, Ramon Rios.   

Abstract

The first highly diastereo- and enantioselective organocatalytic synthesis of 2,2-disubstituted-2H-oxazol-5-ones is described. The addition of oxazolones to maleimides is promoted by bifunctional thiourea catalysts, which afford the corresponding 2,2-disubstituted-2H-oxazol-5-ones with total regio- and stereocontrol.

Entities:  

Year:  2010        PMID: 20486106     DOI: 10.1002/chem.201000239

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Gold(I)-catalyzed diastereo- and enantioselective 1,3-dipolar cycloaddition and Mannich reactions of azlactones.

Authors:  Asa D Melhado; Giovanni W Amarante; Z Jane Wang; Marco Luparia; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-02-22       Impact factor: 15.419

2.  Enantioselective cycloaddition of münchnones onto [60]fullerene: organocatalysis versus metal catalysis.

Authors:  Juan Marco-Martínez; Silvia Reboredo; Marta Izquierdo; Vanesa Marcos; Juan Luis López; Salvatore Filippone; Nazario Martín
Journal:  J Am Chem Soc       Date:  2014-02-10       Impact factor: 15.419

3.  Multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones (azlactones) using a mechanochemical approach.

Authors:  Amin F M Fahmy; Amira A El-Sayed; Magdy M Hemdan
Journal:  Chem Cent J       Date:  2016-10-06       Impact factor: 4.215

4.  Synergistic catalysis: cis-cyclopropanation of benzoxazoles.

Authors:  Marta Meazza; Mark E Light; Andrea Mazzanti; Ramon Rios
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

  4 in total

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