STEREOCHEMISTRY OF ENANTIOSELECTIVE REDUC TIVE ALKYLATION OF PROLINE WITH KETONES

Authors
TOTH G KOVACS A TARNAI T TUNGLER A
Citation
G. Toth et al., STEREOCHEMISTRY OF ENANTIOSELECTIVE REDUC TIVE ALKYLATION OF PROLINE WITH KETONES, Magyar kemiai folyoirat, 99(6), 1993, pp. 242-246
Citations number
24
Categorie Soggetti
Chemistry
Journal title
Magyar kemiai folyoirat → ACNP
ISSN journal
00250155
Volume
99
Issue
6
Year of publication
1993
Pages
242 - 246
Database
ISI
SICI code
0025-0155(1993)99:6<242:SOERTA>2.0.ZU;2-2
Abstract
The enantioselective heterogeneous catalytic hydrogenation of pyruvic acid ethyl ester and benzylidene-acetone with Pd/C catalyst in the pre sence of (S)-proline was investigated, where the reductive alkylation of proline was observed. The structure of the main products was elucid ated by different nmr methods and the configuration and predominant co nformation of -Ethoxycarbonyl-ethyl)-pyrrolidine(S)-2-carboxylic acid (1) was established.