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Pure Appl. Chem. 76(3), 679-688, 2004

Pure and Applied Chemistry

Vol. 76, Issue 3

Heterogeneous asymmetric catalysis

M. Lemaire

Laboratoire de Catalyse et Synthese Organique UCBLCNRS, UMR 5622, CPE,
43 boul.11 Novembre, 69622 Villeurbanne Cédex, France

Abstract: Examples of enantioselective catalysts, including homogeneous supported catalysts and biphasic liquid/liquid, are described and compared. In the case of asymmetric hydride transfer, polythiourea was proven to be more efficient for ruthenium-catalyzed reduction of arylketones, although the iridium complexes gave rise to higher ee when using amino sulfonamide bound to a polystyrene matrix. In the case of asymmetric reduction, the modification of the binap allows the formation of a polymer that could be used as a catalyst precursor and exhibits enantioselectivities as high as observed in solution, but easier to separate and recycle. Bisoxazoline bound to silica particules could also be used in copper-catalyzed asymmetric Diels-Alder reaction and cyclopropanation with selectivities similar to that obtained in solution.

*Plenary and invited lectures presented at the 12th International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-12), Toronto, Ontario, Canada, 6-10 July 2003. Other lectures are published in this issue, pp. 453-695.


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