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The application of chiral,non-racemic N-alkylephedrine and N,N-dialkylnorephedrine as ligands for the enantioselective aryl transfer reaction to aldehydes
Institution:1. Departamento de Química, Universidade Federal de Santa Maria, CEP-97105-900 Santa Maria, RS, Brazil;2. Leibniz Institute of Plant Biochemistry, Department of Bioorganic Chemistry, Weinberg 3, D-06120-Halle (Saale), Germany;1. Parnassia Psychiatric Institute, The Hague 2552 DH, Netherlands;2. Department of Family Practice, University of British Columbia, Vancouver, BC, Canada;1. College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Lu, Shanghai 201620, China;2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China;1. Connors Center for Women''s Health and Gender Biology, Brigham and Women''s Hospital, Boston, MA, USA;2. Precision Health Program and Department of Radiology, Michigan State University, East Lansing, MI 48824, USA;3. Department of Physical Medicine and Rehabilitation, Harvard Medical School and Spaulding Rehabilitation Hospital, Boston, MA, USA;4. Department of Physical Medicine and Rehabilitation, Massachusetts General Hospital and Brigham and Women''s Hospital, Boston, MA, USA
Abstract:The catalytic enantioselective arylation of several aldehydes using arylboronic acids as the source of transferable aryl groups is described; the reaction is found to proceed in excellent yields and high enantioselectivities (up to 96% ee) in the presence of a chiral amino alcohol derived from ephedrines and congeners.
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