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Closed Access item Multipurpose box- and azabox-based immobilized chiral catalysts

Authors:Fraile, José M.
Pérez, Ignacio
Mayoral, José A.
Reiser, Oliver
Keywords:Asymmetric catalysis, Azabis(oxazolines), Cyclopropanation, Mukaiyama aldol, Supported catalysts
Issue Date:11-Aug-2006
Publisher:Wiley-VCH
Citation:Advanced Synthesis and Catalysis 348(12-13): 1680 - 1688 (2006)
Abstract:Azabis(oxazolines) can be used as chiral ligands in the copper-catalyzed enantioselective Mukaiyama aldol reaction. When supported on solids, azabis(oxazoline)-copper complexes are more easily deactivated than their analogous bis(oxazoline)-copper complexes, and are not compatible with the use of coordinating solvents in the method of preparation. The performance of the immobilized catalysts (up to 86 % ee) depends on the support and the reaction solvent, with some positive effect on enantioselectivity due to surface effects. The deactivation is not irreversible and the deactivated catalysts show excellent performance in the cyclopropanation reaction, providing added value to the supported multipurpose catalysts.
Description:9 pages, 3 figures, 3 tables.
Publisher version (URL):http://dx.doi.org/10.1002/adsc.200606121
URI:http://hdl.handle.net/10261/19573
ISSN:0935-9648
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Appears in Collections:(ICMA) Artículos

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