Halo-substituted (S)-N-(2-benzoylphenyl)-1-benzylpyrolidine-2-carboxamides as new chiral auxiliaries for the asymmetric synthesis of (S)-α-amino acids View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2002-08

AUTHORS

Yu. N. Belokon, V. I. Maleev, A. A. Petrosyan, T. F. Savel"eva, N. S. Ikonnikov, A. S. Peregudov, V. N. Khrustalev, A. S. Saghiyan

ABSTRACT

The synthesis of new chiral auxiliaries (S)-N-(2-benzoylphenyl)-1-(3,4-dichlorobenzyl)-pyrrolidine-2-carboxamide (1a), (S)-N-(2-benzoylphenyl)-1-(pentafluorobenzyl)pyrrolidine-2-carboxamide (1b), and (S)-N-(2-benzoylphenyl)-1-(4-isopropoxytetrafluorobenzyl)pyrrolidine-2-carboxamide (1c) and their application in the asymmetric synthesis of amino acids using NiII complexes of their Schiff"s bases with alanine and glycine are described. Compound 1a is particularly appropriate for highly stereoselective synthesis of α-methyl-α-amino acids with high enatiomeric purity (ee >95%). More... »

PAGES

1593-1599

Journal

TITLE

Russian Chemical Bulletin

ISSUE

8

VOLUME

51

Author Affiliations

Identifiers

URI

http://scigraph.springernature.com/pub.10.1023/a:1020952115556

DOI

http://dx.doi.org/10.1023/a:1020952115556

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1013704216


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