Rigid cinchona conformers in enantioselective catalytic reactions: new cinchona-modified platinum catalysts in the Orito reaction

Citation
M. Bartok et al., Rigid cinchona conformers in enantioselective catalytic reactions: new cinchona-modified platinum catalysts in the Orito reaction, CATAL LETT, 61(1-2), 1999, pp. 1-5
Citations number
28
Categorie Soggetti
Physical Chemistry/Chemical Physics","Chemical Engineering
Journal title
CATALYSIS LETTERS
ISSN journal
1011372X → ACNP
Volume
61
Issue
1-2
Year of publication
1999
Pages
1 - 5
Database
ISI
SICI code
1011-372X(1999)61:1-2<1:RCCIEC>2.0.ZU;2-1
Abstract
The use of cinchona alkaloids (cinchonidine, cinchonine, quinine, quinidine , alpha-isocinchonine, alpha-isoquinidine, gamma-isoquinidine) in the Orito reaction (hydrogenation of ethyl pyruvate and ethyl benzoylformate) strong ly supports the structure of the intermediate complex (cinchona alkaloid "a nti-open" conformer-pyruvate 1 : 1 complex); in addition, so far unknown st ereochemical conditions have been identified and the utilization of rigid c inchona conformers in the study of asymmetric syntheses have been generaliz ed.