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Synfacts 2010(12): 1374-1374  
DOI: 10.1055/s-0030-1258881
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Synthesis of (E)-α,β-Diarylacrylates

Contributor(s): Mark Lautens, Norman Nicolaus
Y.-T. Tsoi, Z. Zhou, A. S. C. Chan, W.-Y. Yu*
Hong Kong Polytechnic University, P. R. of China
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Publication History

Publication Date:
22 November 2010 (online)

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Significance

The authors developed a stereo­selective synthesis of (E)-diarylacrylates 3 applying an oxidative palladium-catalyzed cross-coupling of diazoesters/ketones 1 and arylboronic acids 2 using oxygen as the reoxidant. It was found that the use of 1,10-phenanthroline as ligand was crucial to achieve good stereoselectivities.