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Catalytic Asymmetric Formation of Secondary Allylic Amines by Aza-Claisen Rearrangement of Trifluoroacetimidates

Zhuo-qun Xin, Daniel F. Fischer, Ren Peters*

*Institut fr Organische Chemie, Pfaffenwaldring 55, 70569 Stuttgart, Germany, Email: rene.petersoc.uni-stuttgart.de

Z.-q. Xin, D. F. Fischer, R. Peters, Synlett, 2008, 1495-1499.

DOI: 10.1055/s-2008-1077792



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Abstract

A catalytic asymmetric synthesis of unprotected secondary allylic amines based on the aza-Claisen rearrangement of N-aryl- and N-alkyl-substituted trifluoroacetimidates has been developed, which provides the targeted products with excellent enantioselectivity.

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Key Words

allylic amines, Overman rearrangement, ferrocene, imidazolines, palladacycles


ID: J60-Y2008-1540