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Synfacts 2007(12): 1284-1284  
DOI: 10.1055/s-2007-991377
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Regioselective Synthesis of sec- and tert-Allylamines

Contributor(s): Mark Lautens, Michael Langer
A. M. Johns, Z. Liu, J. F. Hartwig*
University of Illinois Urbana-Champaign and Yale University, New Haven, USA
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Publication History

Publication Date:
22 November 2007 (online)

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Significance

Control of the regioselectivity in palladium-catalyzed allylic substitution is still challenging. The authors report on the addition of hydroxyl­amine and hydrazone derivatives to 1,3-dienes or unsymmetrical allyl systems which yield the branched isomers predominantly or exclusively. The products of the reaction can be converted into secondary or tertiary carbinamines.