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Synfacts 2007(4): 0395-0395
DOI: 10.1055/s-2007-968365
DOI: 10.1055/s-2007-968365
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Phosphoramidite-Phosphite Ligands for Allylic Substitution
E. Raluy, C. Claver, O. Pàmies*, M. Diéguez*
Universitat Rovira i Virgili, Tarragona, Spain
Further Information
Publication History
Publication Date:
23 March 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200704/lookinside/thumbnails/10.1055-s-2007-968365-1.jpg)
Significance
This paper describes the preparation of a series of phosphoramidite-phosphite ligands and their use in Pd-catalyzed allylic substitution reactions. This is the first time that this type of ligand has been used for this type of reaction. A cooperative effect was noticed between the configuration at the C3-position of the tetrahydrofuran ring of the carbohydrate and the axial chirality of the biaryl moiety. Depending on the substrate, different configurations were shown to give optimal results. Allylic alkylations as well as aminations were shown to give relatively high selectivities.