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Ru-catalyzed enantioselective preparation of methyl (R)-o-chloromandelate and its application in the synthesis of (S)-Clopidogrel
Authors:Lu Yin  Wenjun Shan  Xingshu Li  Albert S.C. Chan
Affiliation:a School of Pharmaceutical Science, Sun Yat-Sen University, Guangzhou 510006, China
b School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, China
Abstract:
The preparation of methyl (R)-o-chloromandelate via Ru-catalyzed asymmetric hydrogenation and transfer hydrogenation was investigated. With Ru-(R,R)-2,4,6-triisopropyl C6H2SO2-DPEN as the catalyst and HCOOH-Et3N azeotrope as the hydrogen donor, up to 92% ee was obtained in an optional condition. The synthesis of (S)-Clopidogrel was also studied.
Keywords:Ru-catalyzed   Enantioselective   Transfer hydrogenation   Methyl (R)-o-chloromandelate   (S)-Clopidogrel
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