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Synfacts 2010(1): 0064-0064  
DOI: 10.1055/s-0029-1218478
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Diastereoselective Synthesis of Axially Chiral Biaryls

Contributor(s): Mark Lautens, David A. Candito
F. Colobert*, V. Valdivia, S. Choppin, F. R. Leroux, I. Fernández*, E. Álvarez, N. Khiar*
Université de Strasbourg, France and Universidad de Sevilla, Spain
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

The authors report a protocol for the asymmetric synthesis of axially chiral biaryls via Suzuki-Miyaura cross-coupling between organoboranes and aryl iodides bearing a sulfinyl moiety which acts as a chiral auxiliary. This report demonstrates a different approach to the synthesis of atropisomeric biaryls which are important motifs in natural products as well as in ligands for catalysis.