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Continuous stable enantioselective hydrogenation of alkyl pyruvate
esters using pre-modified cinchonidine platinum catalysts

Robert L. Jenkins, Paul McMorn, and Graham J. Hutchings*
Department of Chemistry, Cardiff University, P. O. Box 912Cardiff, CF10 3TB UK
Received 15 July 2004; accepted 5 December 2004

Pre-modification of a 5 wt% Pt/c-Al2O3 catalyst with cinchonidine (0.1 g g)1 catalyst) leads to a catalyst that give stable
enantioselection when using a trickle-bed flow reactor at ambient temperature and pressure. With dichloromethane as solvent
sustained enantiomeric excess of >70% for the hydrogenation of ethyl pyruvate to (R)-ethyl lactate is observed and this is
maintained with very low cinchonidine/catalyst ratios. With dichloromethane the conversion decreases with time an effect we
consider to be due to the formation of small amounts of polymer on the catalyst surface. When ethanol is used as solvent the yield
of (R)-ethyl lactate is stable throughout the test period, although the enantiomeric excess was much lower at ca. 35%.
KEY WORDS: enantioselective hydrogenation; ethyl pyruvate hydrogenation; butadione hydrogenation; Pt/c-Al2O3 catalysts.

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[ Last edited by Ö¬ÖÊÌå on 2008-4-19 at 09:43 ]
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