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Synfacts 2009(7): 0752-0752
DOI: 10.1055/s-0029-1217268
DOI: 10.1055/s-0029-1217268
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Substituted Dienes through Isomerization of Allenamides
R. Hayashi, R. P. Hsung*, J. B. Feltenberger, A. G. Lohse
University of Wisconsin, Madison, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Juni 2009 (online)
Significance
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.