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Synfacts 2007(9): 0976-0976
DOI: 10.1055/s-2007-968827
DOI: 10.1055/s-2007-968827
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Allylic Amines via Iridium-Catalyzed C-C Bond-Forming Hydrogenation
A. Barchuk, M. Y. Ngai, M. J. Krische*
University of Texas at Austin, USA
Further Information
Publication History
Publication Date:
23 August 2007 (online)
Significance
The reported protocol allows a direct catalytic vinylation of sulfonylimines by internal alkynes without use of preformed organometallic reagents. Non-symmetrical alkynes afford excellent regiocontrol, and in all cases high stereoselectivity is observed. The reaction can be applied to a broad variety of imines. The resultant sulfonamides can be easily cleaved to trisubstituted allylic amines, which are useful synthetic intermediates.