Synfacts 2008(4): 0377-0377  
DOI: 10.1055/s-2008-1042865
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Rhodium(I)-Catalyzed Stereoselective Synthesis of Z-Enamines

Contributor(s): Hisashi Yamamoto, Marina Naodovic
D. S. Tsang, S. Yang, F.-A. Alphonse, A. K. Yudin*
University of Toronto, Canada
Further Information

Publication History

Publication Date:
19 March 2008 (online)

Significance

Reported here is one of the first truly efficient protocols for highly stereoselective synthesis of Z-enamines. The methodology described provides access to kinetically favored diastereo­mers of enamines that were practically inaccessible so far. One of the most important contributions of this report is the introduction of a novel mechanistic scheme that involves intermediate metallacycles.