Synfacts 2009(4): 0422-0422  
DOI: 10.1055/s-0028-1087902
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Cross-Coupling of Benzyl Bromides with α-Aryldiazoesters

Contributor(s): Mark Lautens, Jacki Kitching
W.-Y. Yu*, Y.-T. Tsoi, Z. Zhou, A. S. C. Chan
The Hong Kong Polytechnic University, Hong Kong
Further Information

Publication History

Publication Date:
23 March 2009 (online)

Significance

As an extension on previous work related to reactions of α-diazocarbonyl compounds (Org. Lett. 2005, 7, 1081; Org. Lett. 2003, 5, 2535), the authors now describe the syntheses of diarylacrylates via the palladium-catalyzed reaction of benzyl bromides with α-aryl­diazoesters. The products are obtained in good yield and with high E/Z selectivity (>20:1).