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Closed Access item C1-symmetric versus C2-symmetric ligands in enantioselective copper-bis(oxazoline)-catalyzed cyclopropanation reactions

Authors:Fraile, José M.
García, José I.
Gissibl, Anja
Mayoral, José A.
Pires, Elísabet
Reiser, Oliver
Roldán, Marta
Villalba, Isabel
Keywords:Asymmetric catalysis, Bis(oxazolines), Computational mechanistic models, Copper, Cyclopropanation
Issue Date:2-Aug-2007
Publisher:Wiley-Blackwell
Citation:Chemistry A European Journal 13(31): 8830-8839 (2007)
Abstract:A thorough experimental and theoretical study of the enantioselective cyclopropanation of alkenes catalyzed by chiral bis(oxazoline)- and azabis(oxazoline)-copper complexes, which comprise a new family of ligands that lack C2 symmetry, has been conducted. Surprisingly high enantioselectivities were observed with some of these ligands, which were rationalized on the basis of molecular modeling studies. The course of the asymmetric induction in connection with ligand symmetry and the implications for supported enantioselective catalysts are discussed.
Description:10 pages, 9 figures, 3 tables, 2 schemes.
Publisher version (URL):http://dx.doi.org/10.1002/chem.200700681
URI:http://hdl.handle.net/10261/19224
ISSN:0947-6539
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Appears in Collections:(ICMA) Artículos

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