SYNTHESES, SEPARATION OF ENANTIOMERS AND BARRIERS TO RACEMIZATION OF SOME STERICALLY HINDERED N-ARYL-1,2,3,4-TETRAHYDRO-3,3-DIMETHYL-2,4-QUINOLINEDIONES AND THEIR THIO ANALOGS

SARACARNERI, R and MINTAS, M and PUSTET, N and MANNSCHRECK, A (1994) SYNTHESES, SEPARATION OF ENANTIOMERS AND BARRIERS TO RACEMIZATION OF SOME STERICALLY HINDERED N-ARYL-1,2,3,4-TETRAHYDRO-3,3-DIMETHYL-2,4-QUINOLINEDIONES AND THEIR THIO ANALOGS. MONATSHEFTE FUR CHEMIE, 125 (4). pp. 457-468. ISSN 0026-9247,

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Abstract

The novel N-aryl-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinediones 1, 4 and 8 were thiated with Lawesson reagent and P4S10 to yield the monothio derivatives 2 and 5 and the dithio compounds 3, 6 and 9. Their enantiomers were separated by liquid chromatography on triacetyl- or tribenzoylcellulose. Rotation barriers for 1-4 and 8 were determined by thermal racemization and discussed in terms of steric effects.

Item Type: Article
Uncontrolled Keywords: N-ARYL-4-PYRIDONES; N-ARYL-1,2,3,4-TETRAHYDRO-3,3-DIMETHYL-2,4-QUINOLINEDIONES; N-ARYL-1,2,3,4-TETRAHYDRO-3,3-DIMETHYL-QUINOLINE-2-ONE-4-THIONES; N-ARYL-1,2,3,4-TETRAHYDRO-3,3-DIMETHYL-2,4-QUINOLINE-DITHIONES; ENANTIOSELECTIVE CHROMATOGRAPHY
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:40
URI: https://pred.uni-regensburg.de/id/eprint/53381

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