TY  - JOUR
AV  - restricted
IS  - 2
A1  -  Gurka András Attila
A1  -  Sz?ri Kornél
A1  -  Sz?ri Milán
A1  -  Bartók Mihály
A1  -  London Gábor
TI  - Application of hydroxyproline derivatives in enantioselective ?-amination reactions in organic and aqueous environments: a structure-activity relationship study
JF  - STRUCTURAL CHEMISTRY
N2  - 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.
ID  - publicatio27953
SP  - 415
Y1  - 2017///
VL  - 28
SN  - 1040-0400
EP  - 421
UR  - https://doi.org/10.1007/s11224-016-0873-z
ER  -