Barriers to stereoinversion of N-aryl-1,3,2-benzodithiazole 1-oxides studied by dynamic enantioselective liquid chromatography

Journal of Organic Chemistry

Volumn 64, Issue 5, 1999, Pages 1483-1486

  Oxelbark, Joakim ^a   Allenmark, Stig ^a  

^a UNIVERSITY OF GOTHENBURG   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

THIAZOLE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CHIRALITY; COMPUTER SIMULATION; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; STRUCTURE ANALYSIS;

EID: 0033525813     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981885o     Document Type: Article

References (27)

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18. The column used was a 200 × 4.6 mm Kromasil CHI-DMB (EKA Chemicals Co., Bohus, Sweden). The mobile phase was composed of 15% ethyl acetate in cyclohexane, except for 2e, for which neat tBME was used. Ethyl acetate was added to the solution injected, to increase the solubility.
19. Temperatures down to -80°C have been used successfully. See: (a) Wolf, C.; Pirkle, W. H.; Welch, C. J.; Hochmut, D. H.; König, W. A.; Chee, G.-L.; Charlton, J. L. J. Org. Chem. 1997, 62, 5208-5210.
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21. (a) Formerly wrongly designated as (R,R).
22. (b) Pirkle, W. H.; Brice, L. J.; Widlanski, T. S.; Roestamadji, J. Tetrahedron: Asymmetry 1996, 7, 2173-2176.
23. (a) Only user interface modifications,
24. (b) Gasparrini, F.; Misiti, D.; Pierini, M.; Villani, C. Tetrahedron: Asymmetry 1997, 8, 2069-2073.
25. (a) QCPE Program No. 620.
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27. See ref 8b and references therein.