Resolution of inherently chiral resorcarene derivatives by enantioselective HPLC

The HPLC enantiomeric resolution of five inherently chiral tetrabenzoxazine derivatives of resorcarenes has been achieved by HPLC using Whelk-Ol and in one case Chiralpak AD as stationary phases. Enantiomeric separation was only observed in a very narrow range of mobile phase compositions. On-column...

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Bibliographic Details
Published in:Tetrahedron letters 1999-08, Vol.40 (32), p.5927-5930
Main Authors: Bo¨hmer, Volker, Caccamese, Salvatore, Principato, Grazia, Schmidt, Christian
Format: Article
Language:English
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Summary:The HPLC enantiomeric resolution of five inherently chiral tetrabenzoxazine derivatives of resorcarenes has been achieved by HPLC using Whelk-Ol and in one case Chiralpak AD as stationary phases. Enantiomeric separation was only observed in a very narrow range of mobile phase compositions. On-column enantiomeric interconversion of a racemic compound with a typical plateau-like elution profile was observed using a Chiralpak AD column The HPLC enantiomeric resolution of five inherently chiral tetrabenzoxazine derivatives of resorcarenes (R 1 =alkyl, R 2 =aryl) has been achieved using Whelk O1 and Chiralpak AD stationary phases. On-column interconversion of enantiomers of a racemic compound with a typical plateaulike elution profile was observed using a Chiralpak AD column. [Display omitted]
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)01175-2