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A new method for the determination of the absolute stereochemistry of aromatic and heteroaromatic alkanols using Mosher's esters
Institution:1. Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Shandong University, 44 West Culture Road, 250012 Ji’nan, Shandong, PR China;2. Department of Pharmacology, School of Medicine, Shandong University, 44 West Culture Road, 250012 Ji’nan, Shandong, PR China;3. Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium;1. Université des frères Mentouri Constantine, Department of Chemistry, Laboratory of Therapeutic Substances (L.O.S.T), 25000, Constantine, Algeria;2. Groupe Isolement et Structure, Institut de Chimie Moléculaire de Reims (ICMR), CNRS UMR 7312, Moulin de la Housse, BP 1039, 51687 Reims, France;3. Laboratoire de Microbiologie, EA 4691, UFR de Pharmacie, 51096, Reims Cedex, France;1. Institute of Agricultural and Environmental Sciences, Estonian University of Life Sciences, Kreutzwaldi 1, Tartu 51014, Estonia;2. Department of Biology, University of Louisville, Louisville, KY 40292, USA;3. Institute of Technical and Natural Sciences Research-Development of “Aurel Vlaicu” University, 2 Elena Dragoi St., Arad 310330, Romania;4. Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad 22060, Pakistan;5. Ecological Chemistry Group, Department of Chemistry, KTH, Royal Institute of Technology, 100 44 Stockholm, Sweden;6. Institute of Technology, University of Tartu, Nooruse 1, Tartu 50411, Estonia;7. Estonian Academy of Sciences, Kohtu 6, 10130 Tallinn, Estonia;1. Polish Academy of Sciences, Centre of Molecular and Macromolecular Studies, Sienkiewicza 112, PL-90-363 Lodz, Poland;2. Jerzy Haber Institute of Catalysis and Surface Chemistry, PAS, Niezapominajek 8, 30-239 Krakow, Poland;3. Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Krakow, Poland;1. Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima 770-8514, Japan;2. Kitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato Ward, Tokyo 108-8641, Japan;1. School of Pharmacy, Zunyi Medical University, Zunyi 563000, China;2. Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China;3. College of Life Science, Sichuan University, Chengdu 610064, China
Abstract:A list of the 1H NMR chemical shifts of the methoxy group of α-methoxy-α-(trifluoromethyl)phenylacetic acid (Mosher's) esters of α- and β-(hetero)aromatic secondary alkanols has been compiled. Methoxy groups which are orientated syn to the (hetero)aromatic group in Mosher's conformational model have lower chemical shift values than those in the anti-orientation.
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