SYNTHESIS AND NMR-STUDIES OF CHIRAL 4-OXAZOLIDINONES AND RHODANINES

DOGAN, I and BURGEMEISTER, T and ICLI, S and MANNSCHRECK, A (1992) SYNTHESIS AND NMR-STUDIES OF CHIRAL 4-OXAZOLIDINONES AND RHODANINES. TETRAHEDRON, 48 (35). pp. 7157-7164. ISSN 0040-4020,

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Abstract

Sterically hindered N-(o-tolyl) and N-(o-chlorophenyl) substituted 2-thioxo-4-oxazolidinones 1 and-thiazolidinones (rhodanines) 2 forming enantiomers by partial rotation around the C-N bond are synthesized. Their chirality is proven by the presence of diastereotopic protons (or carbon atoms) detected by H-1 or C-13 NMR (1c, 2c). In the presence of (S)-(+)-1-(9-anthryl)-2,2,2-trifluoroethanol as an auxiliary the enantiomers showed H-1 shift differences of 0.01 ppm for otherwise isochronous nuclei.

Item Type: Article
Uncontrolled Keywords: ;
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:44
URI: https://pred.uni-regensburg.de/id/eprint/54418

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