Вид документа : Статья из журнала Шифр издания : Автор(ы) : Korolyova M. A., Vigorov A. Yu., Krasnov V. P. Заглавие : Theoretical study of the stereoselectivity in the reaction of 4-haloglutamic acid derivatives with arylamines Место публикации : Russian chemical bulletin. - 2022. - Vol. 71, № 6. - С. 1135-1142 Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Diastereoselective nucleophilic substitution reaction of halogen in dimethyl (2S,4RS)-4-bromo- and 4-iodo-N-phthaloylglutamates with arylamines was studied within the framework of the electron density functional theory. According to calculations, the stereoselectivity of the substitution reaction with respect to (2S,4S)-isomers of 4-arylamino derivatives is determined not only by the steric hindrances in the transition state leading to minor (2S,4R)-diastereomers, but also by the stabilization of the corresponding initial reagents complex due to stacking interactions of the aromatic fragments of reagents. Доп.точки доступа: Vigorov, A. Yu.; Krasnov, V. P.