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Synfacts 2008(12): 1297-1297
DOI: 10.1055/s-0028-1083620
DOI: 10.1055/s-0028-1083620
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Highly Efficient Intermolecular Hydroamination of Bicyclic Alkenes
J. Zhou, J. F. Hartwig*
University of Illinois Urbana-Champaign, USA
Further Information
Publication History
Publication Date:
20 November 2008 (online)

Significance
This is one of the first highly efficient methods for asymmetric intermolecular hydroamination of alkenes, where the reaction proceeds with both high enantioselectivity and excellent reactivity. It was established earlier that in the presence of fluoride anions either selectivity or yields are improved. The significance of this report is the introduction of novel reaction conditions, more specific use of silyl base, which provide products in high yields and selectivities. Further, the authors have shown the efficiency of the methodology with simple manipulation of arylamine products to produce functionalized, enantioenriched cyclopentylamines with three stereocenters.