CIAT with simultaneous epimerization at two stereocenters. Synthesis of substituted beta-methyl-alpha-homophenylalanines |
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| Authors: | Berkes Dusan Jakubec Pavol Winklerová Dagmar Povazanec Frantisek Daich Adam |
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| Institution: | Department of organic chemistry, Slovak University of Technology, Radlinského 9, SK-81237, Bratislava, Slovakia. dusan.berkes@stuba.sk |
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| Abstract: | Diastereoselective aza-Michael additions of phenylethylamine to 3-aroylbutenoic acids are reported. During these processes, efficient control over two new stereogenic centers on the Michael acceptor has been possible via crystallization-induced asymmetric transformation (CIAT). As an application, a convenient two-step synthesis of anti-beta-methylhomophenylalanines is also described. |
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