Synfacts 2009(6): 0629-0629  
DOI: 10.1055/s-0029-1217198
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Rh-Catalyzed Stereoselective Generation of Substituted Enamides

Contributor(s): Hisashi Yamamoto, Zhi Li
B. Gourdet, H. W. Lam*
University of Edinburgh, UK
Further Information

Publication History

Publication Date:
25 May 2009 (online)


Enamide synthesis is a challenging problem in organic synthesis, especially for highly substituted ones. The authors provided an efficient method to generate multisubstituted enamides with high regio- and stereoselectivities via rhodium-catalyzed carbozincation of ynamides, which are much easier to synthesize. A mechanism involving alkenylzinc intermediates was proposed and trisubstituted enamides were synthesized based on this postulation.