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Lipase-catalyzed kinetic resolution of Z-configured homoallylic alcohols
Affiliation:1. Department of Chemistry, Inorganic Chemistry Division, Istanbul University, 34320 Avcilar, Istanbul, Turkey;2. Department of Chemistry, Analytical Chemistry Division, Istanbul University, 34320 Avcilar, Istanbul, Turkey;1. Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, Czech Republic;2. Cayman Pharma Ltd., Práce 657, 277 11 Neratovice, Czech Republic;1. Namur Medicine & Drug Innovation Center (NAMEDIC-NARILIS), University of Namur (UNamur), 61 rue de Bruxelles, 5000 Namur, Belgium;2. Medicinal Chemistry Research Group (CMFA), Louvain Drug Research Institute (LDRI), Université Catholique de Louvain (UCL), 73 Avenue Mounier, B1.73.10, 1200 Bruxelles, Belgium;1. The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, China;2. Key Laboratory of Eco-textiles, Ministry of Education, College of Textile & Clothing, Jiangnan University, Wuxi 214122, China
Abstract:Racemic Z homoallylic alcohols were prepared by the BuSnCl3-catalyzed addition of aldehydes to 1-(tributylstannyl)-2-butene. These alcohols were resolved for the first time by lipase-catalyzed enantioselective acetylation in up to 98% enantiomeric purity.
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