Synthesis of anti-Alzheimer (R)-arundic acid |
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| Institution: | 1. The Education Ministry Key Lab of Resource Chemistry and Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Shanghai 200234, PR China;2. Department of Chemistry, Fudan University, Shanghai 200433, PR China;1. University of Konstanz, Department of Physics, 78457 Konstanz, Germany;2. RGS Development B.V., Bijlestaal 54a, 1721 PW Broek op Langedijk, The Netherlands;1. Department of Dermatology, Erasmus MC University Medical Center, Rotterdam, The Netherlands;2. Eindhoven Cancer Registry, Comprehensive Cancer Centre South, Eindhoven, The Netherlands;3. Department of Public Health, Erasmus MC University Medical Center, Rotterdam, The Netherlands;4. Department of Surgical Oncology, Erasmus MC University Medical Center – Daniel den Hoed Cancer Center, Rotterdam, The Netherlands;5. Department of Clinical Epidemiology, Viecuri Medical Centre, Venlo, The Netherlands;1. Department of Chemistry, Ferdowsi University of Mashhad, Mashhad, Iran;2. Faculty of Chemistry, Kharazmi University, No. 49, Mofateh Ave., Tehran, Iran;3. Department of Chemistry, Faculty of Sciences, Shahid Beheshti University, G.C., PO Box 19396-4716, Evin, Tehran, Iran;1. Centre for Organic Photonics & Electronics, The University of Queensland, 4072 Queensland, Australia;2. Organic Semiconductor Centre, SUPA, School of Physics & Astronomy, University of St Andrews, North Haugh, KY16 9SS Fife, UK |
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| Abstract: | The asymmetric synthesis of the anti-Alzheimer agent (R)-arundic acid has been performed via a diastereoselective photodeconjugation reaction as the key-step. The synthetic approach involves a readily available chiral auxiliary, diacetone-d-glucose, and allows access to either enantiomer as illustrated by the synthesis of (S)-arundic acid. Both enantiomers were obtained in 88% ee using the same chiral auxiliary. |
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