Helicene-like chiral auxiliaries in asymmetric catalysis

Dalton Transactions Pub Date: 2014-08-06 DOI: 10.1039/C4DT01935K

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
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