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Synfacts 2011(3): 0286-0286  
DOI: 10.1055/s-0030-1259500
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Acyclic Chiral Diene Ligands for Rhodium(I)-Catalyzed Conjugated Additions

Contributor(s): Hisashi Yamamoto, Dmitry L. Usanov
Y. Wang, X. Hu, H. Du*
Institute of Chemistry, Chinese Academy of Sciences, Beijing, P. R. of China
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Publication History

Publication Date:
16 February 2011 (online)

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Significance

In recent years, chiral dienes have attracted considerable attention as ligands for transition-metal-catalyzed enantioselective reactions. However, the developed catalysts are predominantly based on bicyclic systems, which sometimes cannot be obtained easily; in this context, acyclic ligands are of great importance. In this paper, straightforward syntheses of novel acyclic diene ligands are described. The use of ligand 1 allowed the rhodium-catalyzed conjugate addition of boronic acids to α,β-unsaturated compounds with 54-99% yields and 76-95% ee.