%A  Gurka AndrĂĄs Attila
%A  Szőri Kornél
%A  Szőri Milán
%A  BartĂłk MihĂĄly
%A  London GĂĄbor
%T Application of hydroxyproline derivatives in enantioselective Îą-amination reactions in organic and aqueous environments: a structure-activity relationship study
%P 415-421
%R MTMT:30452962 10.1007/s11224-016-0873-z
%I szte
%J STRUCTURAL CHEMISTRY
%X We examined the activity of a series of L-hydroxyproline derivatives in enantioselective alpha-amination reaction between diethyl azodicarboxylate and propanal both in organic and aqueous media. In organic media most of the catalysts showed high activity and enantioselectivities comparable to that accessible with L-proline that is among the best catalysts in the reaction. The catalysts showed good activity under aqueous conditions as well; however, only low enantioselectivities were obtained in this case, primarily due to the racemisation of the product under the reaction conditions. Thus, the attempted achiral acid/base additive-driven stereocontrol was not feasible on a practical level.
%V 28
%D 2017
%N 2
%L publicatio27953