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Synthesis of Substituted Dienes through Isomerization of Allenamides
R. Hayashi, R. P. Hsung*, J. B. Feltenberger, A. G. Lohse
University of Wisconsin, Madison, USA
22 June 2009 (online)
The authors report a regioselective rearrangement of allenamides yielding dienes bearing amido groups. Although allenes are known to undergo such isomerizations, the authors demonstrate an application to the stereoselective synthesis of products which are difficult to obtain through other means. The yields observed are good for a range of substituted analogues and the regioselectivity achieved is excellent.