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Synfacts 2014; 10(1): 0041
DOI: 10.1055/s-0033-1340430
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

A Chiral Biaryl P,N-Ligand for Asymmetric Catalysis

Contributor(s):
Hisashi Yamamoto
,
Masahiro Sai
Cardoso FS. P, Abboud KA, Aponick A * University of Florida, Gainesville, USA
Design, Preparation, and Implementation of an Imidazole-Based Chiral Biaryl P,N-Ligand for Asymmetric Catalysis.

J. Am. Chem. Soc. 2013;
135: 14548-14551
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Further Information

Publication History

Publication Date:
13 December 2013 (online)

 
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Key words

chiral biaryl P,N-ligands - asymmetric alkynylation - copper

Significance

The authors reported the preparation of a new chiral biaryl P,N-ligand incorporating a five-membered electron-rich heteroaromatic. This ligand is easy to prepare and an effective catalyst for the enantioselective alkynylation of imines.


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Comment

In contrast to the six-membered P,N-ligands, five-membered P,N-ligands are configurationally unstable. The authors have succeeded in preparing a configurationally stable five-membered P,N-ligand involving π-stacking interaction, which would offer a new, unexplored chemical diversity.


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