Role of the C3-substituted derivatives of cinchonidine in the enantioselective hydrogenation of ethyl pyruvate on Pt-alumina catalyst in AcOH |
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| Authors: | Szabolcs Cserényi Imre Bucsi and Károly Felf?ldi |
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| Institution: | (1) Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary;(2) Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary;(3) Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary |
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| Abstract: | Summary The enantioselective hydrogenation of ethyl pyruvate (EtPy) was studied on Pt-alumina catalysts modified by C3-substituted
cinchonidines (NC, A, B, C1, C2in Fig. 1) and for comparison by DHCDand MeO-DHCDin AcOH. The effect of the C3-substituent on the reaction rate and the enantioselectivity were examined. Using the Engelhard
4759 catalyst under mild experimental conditions (room temperature, hydrogen pressure 1 bar) such as DHCDthe (R)-ethyl lactate formed in excess (e.e.max: 79-91%)</o:p> |
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| Keywords: | hydrogenation Enantioselective cinchona alkaloids Pt/alumina substituent effect |
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