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Synfacts 2008(11): 1184-1184  
DOI: 10.1055/s-0028-1083423
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Amination of Benzylic and Allylic C-H Bonds

Contributor(s): Mark Lautens, Valentina Aureggi
E. Milczek, N. Boudet, S. Blakey*
Emory University, Atlanta, USA
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Publication History

Publication Date:
23 October 2008 (online)

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Significance

The catalytic formation of C-N bonds via insertion reactions has been extensively studied [dirhodium(II) complexes, manganese- and ruthenium-porphyrin complexes, etc.]. Based on previously reported work in the field, a new and efficient catalytic system of pyridine bisoxazoline dirhodium(II) complex is developed and applied to the asymmetric amination of benzylic and allylic C-H bonds of sulfamate esters. For previous work see: C. Liang, F. Robert-Peillard, C. Fruit, P. Müller, R. H. Dodd, P. Dauban Angew. Chem. Int. Ed. 2006, 45, 4641; K. W. Fiori, J. Du Bois J. Am. Chem. Soc. 2007, 129, 562.