New 1-amino-1,2-diphenylethanols as ligands for the enantioselective addition of alkyllithiums to benzaldehyde |
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Affiliation: | 1. Institute of Quality Standard & Testing Technology for Agro-Products, Key Laboratory of Agro-product Quality and Safety, Chinese Academy of Agricultural Sciences; Key Laboratory of Agri-food Quality and Safety, Ministry of Agriculture, Beijing 100081, China;2. Richardson College for the Environment, University of Winnipeg, Winnipeg MB R3B 2E9, Canada;3. State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou 510640, China;1. Institut für Pharmazeutische Wissenschaften, Albert-Ludwigs-Universität Freiburg, Albertstrasse 25, 79104 Freiburg, Germany;2. Institut für Biochemie, Biotechnologie und Bioinformatik, Technische Universität Braunschweig, Spielmannstrasse 7, 38106 Braunschweig, Germany;1. College of Science, China Agricultural University, Beijing 100193, China;2. Institute of Quality Standards & Testing Technology for Agro-Products, Key Laboratory of Agro-product Quality and Safety, Chinese Academy of Agricultural Sciences, Key Laboratory of Agri-food Quality and Safety, Ministry of Agriculture, Beijing 100081, China |
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Abstract: | In the presence of equimolar amounts of lithium alkoxides derived from N-substituted 2-amino-1,2-diphenyl-ethanols, alkyllithium reagents add to benzaldehyde to furnish optically active secondary alcohols with enantiomeric excesses of up to 86%. The best results were obtained using the N-isopropyl-N-methyl substituted amino-alcohol. |
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