Synfacts 2011(12): 1335-1335  
DOI: 10.1055/s-0031-1289367
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Rhodium-Catalyzed Amination of Alkenes

Contributor(s): Mark Lautens, Patrick T. Franke
H. Lebel*, C. Spitz, O. Leogane, C. Trudel, M. Parmentier
Université de Montréal, Canada
Further Information

Publication History

Publication Date:
18 November 2011 (online)

Significance

The current work describes a ­rhodium-catalyzed intermolecular aziridination and C-H amination of alkenes to produce chiral carbamate-protected aziridines and allylic amines. The products can be isolated in good yields and diastereoselectivities employing a readily available chiral N-tosyloxycarbamate. The general reaction scale for this transformation is 0.25 mmol.