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Synfacts 2011(2): 0185-0185
DOI: 10.1055/s-0030-1259271
DOI: 10.1055/s-0030-1259271
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Enantioselective Copper-Catalyzed Intramolecular Carboamination of Alkenes
L. Miao, I. Haque, M. R. Manzoni, W. S. Tham, S. R. Chemler*
The University at Buffalo, The State University of New York, USA
Further Information
Publication History
Publication Date:
19 January 2011 (online)
Significance
Reported is an efficient method for the synthesis of hexahydro-1H-benz[f]indoles. The asymmetric intramolecular alkene carboamination is achieved using a chiral copper PhBOX complex as catalyst. Good yields and enantioselectivities can be obtained in a variety of products with vicinal tertiary and quaternary carbon stereocenters. Various nitrogen-protecting groups are also tolerated for this method.