Literature DB >> 22008850

Organocatalytic enantioselective (3+2) cycloaddition using stable azomethine ylides.

Naiara Fernández1, Luisa Carrillo, Jose L Vicario, Dolores Badía, Efraim Reyes.   

Abstract

We have developed a highly efficient procedure for carrying out the catalytic enantioselective (3+2) cycloaddition between enals and stable azomethine ylides such as isoquinolinium and phthalizinium methylides. Under the optimized reaction conditions highly substituted chiral pyrroloisoquinolines and pyrrolophthalazines have been obtained in high yields and excellent diastereo- and enantioselectivities.

Entities:  

Year:  2011        PMID: 22008850     DOI: 10.1039/c1cc15671c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  The [3 + 3]-cycloaddition alternative for heterocycle syntheses: catalytically generated metalloenolcarbenes as dipolar adducts.

Authors:  Xinfang Xu; Michael P Doyle
Journal:  Acc Chem Res       Date:  2014-03-20       Impact factor: 22.384

2.  Intramolecular Hydrogen Bond Activation: Thiourea-Organocatalyzed Enantioselective 1,3-Dipolar Cycloaddition of Salicylaldehyde-Derived Azomethine Ylides with Nitroalkenes.

Authors:  Francisco Esteban; Wioleta Cieślik; Enrique M Arpa; Andrea Guerrero-Corella; Sergio Díaz-Tendero; Josefina Perles; José A Fernández-Salas; Alberto Fraile; José Alemán
Journal:  ACS Catal       Date:  2018-01-31       Impact factor: 13.084

  2 in total

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