Issue 41, 2014

Helicene-like chiral auxiliaries in asymmetric catalysis

Abstract

This literature overview demonstrates that helically chiral ligands and organocatalysts have been largely neglected so far. However, a few recent studies on helical pyridine, the corresponding ammonium salts and N-oxides have highlighted the significant potential of these compounds as organocatalysts for Michael type additions, aldehyde propargylations, epoxide openings, and others. In addition, helicenes displaying a fused phosphole ring at the end of their polyaromatic structures, have been used as ligands in enantioselective gold promoted cycloisomerization reactions, giving both excellent catalytic activity and high enantiomeric excesses. These recent results are expected to stimulate further research on the catalytic applications of helically chiral auxiliaries in the next few years.

Graphical abstract: Helicene-like chiral auxiliaries in asymmetric catalysis

Article information

Article type
Perspective
Submitted
26 Jun 2014
Accepted
04 Aug 2014
First published
06 Aug 2014

Dalton Trans., 2014,43, 15263-15278

Helicene-like chiral auxiliaries in asymmetric catalysis

P. Aillard, A. Voituriez and A. Marinetti, Dalton Trans., 2014, 43, 15263 DOI: 10.1039/C4DT01935K

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