Issue 45, 2011
From the journal:

Chemical Communications

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

Naiara Fernández,a   Luisa Carrillo,*a   Jose L. Vicario,*a   Dolores Badíaa  and  Efraim Reyesa  

* Corresponding authors

a Department of Organic Chemistry II, UPV/EHU. P.O. Box 644, 48080 Bilbao, Spain
E-mail: marisa.carrillo@ehu.es, joseluis.vicario@ehu.es
Fax: +34 94 601 2748
Tel: +34 94 601 5454

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.

Graphical abstract: Organocatalytic enantioselective (3+2) cycloaddition using stable azomethine ylides

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Article information

DOI
https://doi.org/10.1039/C1CC15671C
Article type
Communication
Submitted
13 Sep 2011
Accepted
04 Oct 2011
First published
19 Oct 2011

Chem. Commun., 2011,47, 12313-12315

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

N. Fernández, L. Carrillo, J. L. Vicario, D. Badía and E. Reyes, Chem. Commun., 2011, 47, 12313 DOI: 10.1039/C1CC15671C

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