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...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
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2017
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| Sorozat: | STRUCTURAL CHEMISTRY
28 No. 2 |
| Tárgyszavak: | |
| doi: | 10.1007/s11224-016-0873-z |
| mtmt: | 30452962 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/27953 |
| Tartalmi kivonat: | 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. |
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| Terjedelem/Fizikai jellemzők: | 415-421 |
| ISSN: | 1040-0400 |