CIAT with simultaneous epimerization at two stereocenters. Synthesis of substituted beta-methyl-alpha-homophenylalanines.
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.
Berkes
Dusan
D
Department of organic chemistry, Slovak University of Technology, Radlinského 9, SK-81237, Bratislava, Slovakia. dusan.berkes@stuba.sk
Jakubec
Pavol
P
Winklerová
Dagmar
D
Povazanec
Frantisek
F
Daich
Adam
A