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Closed Access item Stereoselective synthesis of syn β-hydroxy cycloalkane carboxylates: transfer hydrogenation of cyclic β-keto esters via dynamic kinetic resolution

Authors:Ros, Abel
Magriz, Antonio
Dietrich, Hansjörg
Lassaletta, José M.
Fernández, Rosario
Keywords:Asymmetric catalysis, β-Hydroxy esters, Dynamic kinetic resolution, Transfer hydrogenation
Issue Date:21-May-2007
Publisher:Elsevier
Citation:Tetrahedron 63(32): 7532-7537 (2007)
Abstract:The transfer hydrogenation of bicyclic and monocyclic β-keto esters using HCO2H/Et3N as the hydrogen source and TsDPEN-based Ru(II) catalysts proceeds with dynamic kinetic resolution to afford the corresponding cyclic β-hydroxy esters with moderate to excellent levels of diastereo- and enantioselectivities. The mild reaction conditions used make possible to preserve in most cases the synrelative configuration of the products, providing a complementary tool to known approaches to the synthesisof anti isomers.
Description:6 páginas, 1 tabla, 3 esquemas.
Publisher version (URL):http://dx.doi.org/10.1016/j.tet.2007.05.058
URI:http://hdl.handle.net/10261/37876
ISSN:0040-4020
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Appears in Collections:(IIQ) Artículos

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