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Synfacts 2006(11): 1152-1152  
DOI: 10.1055/s-2006-949434
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Ferrocenyl Imidazoline Palladacycle Catalyzed aza-Claisen Rearrangement

Contributor(s): Mark Lautens, Yann Béthuel
M. E. Weiss, D. F. Fischer, Z-q. Xin, S. Jautze, W. B. Schweizer, R. Peters*
ETH Zürich, Switzerland
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Publication History

Publication Date:
24 October 2006 (online)

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Significance

The palladium-catalyzed aza-Claisen rearrangement (Overman rearrangement) provides rapid access into chiral protected allylic amines (see review below). However, only a few catalyst systems have been developed for this purpose (for a recent example, see: C. E. Anderson, Y. Donde, C. J. Douglas, L. E. Overman J. Org. Chem. 2005, 70, 648-657). Based on their recent work (Organometallics 2006, 25, 2917-2920), the authors design a new efficient ferrocenyl imidazoline palladacycle.