Application of hydroxyproline derivatives in enantioselective α-amination reactions in organic and aqueous environments a structure-activity relationship study /

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 a...

Full description

Saved in:
Bibliographic Details
Main Authors: Gurka András Attila
Szőri Kornél
Szőri Milán
Bartók Mihály
London Gábor
Format: Article
Published: 2017
Series:STRUCTURAL CHEMISTRY 28 No. 2
Subjects:
doi:10.1007/s11224-016-0873-z

mtmt:30452962
Online Access:http://publicatio.bibl.u-szeged.hu/27953
LEADER 01666nab a2200265 i 4500
001 publ27953
005 20230725140959.0
008 230725s2017 hu o 0|| Angol d
022 |a 1040-0400 
024 7 |a 10.1007/s11224-016-0873-z  |2 doi 
024 7 |a 30452962  |2 mtmt 
040 |a SZTE Publicatio Repozitórium  |b hun 
041 |a Angol 
100 1 |a Gurka András Attila 
245 1 0 |a Application of hydroxyproline derivatives in enantioselective α-amination reactions in organic and aqueous environments  |h [elektronikus dokumentum] :  |b a structure-activity relationship study /  |c  Gurka András Attila 
260 |c 2017 
300 |a 415-421 
490 0 |a STRUCTURAL CHEMISTRY  |v 28 No. 2 
520 3 |a 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. 
650 4 |a Kémiai tudományok 
700 0 1 |a Szőri Kornél  |e aut 
700 0 1 |a Szőri Milán  |e aut 
700 0 1 |a Bartók Mihály  |e aut 
700 0 1 |a London Gábor  |e aut 
856 4 0 |u http://publicatio.bibl.u-szeged.hu/27953/1/s11224-016-0873-z.pdf  |z Dokumentum-elérés