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Synfacts 2010(8): 0909-0909
DOI: 10.1055/s-0030-1257774
DOI: 10.1055/s-0030-1257774
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Ir-Catalyzed Asymmetric Allylic Amination and Pt-Catalyzed Cycloisomerization
J.-B. Xia, W.-B. Liu, T.-M. Wang, S.-L. You*
Shanghai Institute of Organic Chemistry, P. R. of China
Further Information
Publication History
Publication Date:
22 July 2010 (online)
Significance
The authors have developed a highly efficient asymmetric iridium-catalyzed allylic amination of N-tosyl propynylamines with excellent regio- and enantioselectivities. The subsequent platinum-catalyzed cycloisomerization of the chiral allylic amine 1 lead to enantioenriched 3-azabicyclo[4.1.0]heptenes 2 and 3-azabicyclo-[3.2.0]heptenes 3. Both frameworks are found in biologically important compounds.