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A Ligand-Library Approach to the Highly Efficient Rhodium/Phosphoramidite-Catalyzed Asymmetric Arylation of N,N-Dimethylsulfamoyl-Protected Aldimines

Richard B. C. Jagt, Patrick Y. Toullec, Danny Geerdink, Johannes G. de Vries*, Ben L. Feringa, Adriaan J. Minnaard

*Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands, Email: j.g.de.vriesrug.nl

R. B. C. Jagt, P. Y. Toullec, D. Geerdink, J. G. de Vries, B. L. Feringa, A. J. Minnaard, Angew. Chem. Int. Ed., 2006, 45, 2789-2791.

DOI: 10.1002/anie.200504309 (free Supporting Information)


Abstract

A selective rhodium/phosphoramidite-catalyzed synthesis of diarylmethyl amines gave high enantioselectivities and high yields. The small and cheap N,N-dimethylsulfamoyl protecting group was easily removed by a microwave-assisted transamination.

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Key Words

diarylmethylamines, arylboronic acids, asymmetric catalysis, phosphoramidites


ID: J06-Y2006-1110