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Enantioselective hydrogenation of ethyl pyruvate catalyzed by alumina support rhodium modified with quinine
Institution:1. School of Chemical Sciences, Dublin City University, Glasnevin, Dublin 9, Ireland;2. Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, I.R. Iran Tel: +9831 33912351; fax: +9831 33912350;3. Department of Chemical Engineering, School of Mining, Metallurgy and Chemical Engineering, University of Johannesburg, P. O. Box 17011, Doornfontein 2028, South Africa;4. International Research Centre of Nanotechnology for Himalayan Sustainability (IRCNHS), Shoolini University, Solan, 173212, Himachal Pradesh, India;5. Zhejiang Rongsheng Environmental Protection Paper Co. LTD, NO.588 East Zhennan Road, Pinghu Economic Development Zone, Zhejiang 314213, P.R. China;6. Department of Civil Engineering, University Centre for Research & Development, Chandigarh University, Gharuan, Mohali, Punjab, India
Abstract:Alumina supported rhodium catalyst using cinchonidine as a stabilizer exhibited excellent performance in the asymmetric hydrogenation of ethyl pyruvate with the addition of quinine. Quinine as a chiral modifier can not only induce the enantioselectivity, but also greatly accelerate the reaction. Under the optimum conditions: 293 K, 7.0 MPa of hydrogen pressure and 4.6 × 10−3 mol/L of quinine concentration in THF, TOF of Rh/2(cinchonidine)-γ-Al2O3 as catalyst and ee value of (R)-ethyl lactate can achieve 894 h−1 and 71.6% ee, respectively.
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