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Synfacts 2010(6): 0690-0690
DOI: 10.1055/s-0029-1219976
DOI: 10.1055/s-0029-1219976
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Phosphoramidite Ligands with an Acyclic TADDOL Backbone for Gold Catalysis
H. Teller, S. Flügge, R. Goddard, A. Fürstner*
Max-Planck-Institut für Kohlenforschung, Mülheim/Ruhr, Germany
Further Information
Publication History
Publication Date:
20 May 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201006/lookinside/thumbnails/10.1055-s-0029-1219976-1.jpg)
Significance
In this paper the authors report the development of a new type of TADDOL-derived phosphoramidite gold catalysts. Thus, [2+2] cycloadditions were performed on a series of substrates with high yields and excellent enantioselectivities. Complex 1 appeared to be superior to the analogues 2 derived from standard TADDOL. This work presents the first example of a successful use of TADDOL derivatives containing an acyclic skeleton in asymmetric catalysis. Complex 1 also demonstrated high performance in the [4+2] cycloaddition of substrate 3.