1-Naphthyl sulfoxides and sulfones having a beta-methyl group on the aromatic ring show hindered rotation around the C-ar-S bond, giving rise to conformational diastereoisomers and enantiomers, respectively. Low temperature HPLC separation of the interconverting stereoisomers on a recently developed chiral stationary phase is reported; a model to account for the observed sense of chiral recognition is also presented
CHROMATOGRAPHIC RESOLUTION OF THE INTERCONVERTING STEREOISOMERS OF HINDERED SULFINYL AND SULFONYL NAPHTHALENE DERIVATIVES / Villani, Claudio; William H., Pirkle. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 6:1(1995), pp. 27-30. [10.1016/0957-4166(94)00343-a]
CHROMATOGRAPHIC RESOLUTION OF THE INTERCONVERTING STEREOISOMERS OF HINDERED SULFINYL AND SULFONYL NAPHTHALENE DERIVATIVES
VILLANI, Claudio;
1995
Abstract
1-Naphthyl sulfoxides and sulfones having a beta-methyl group on the aromatic ring show hindered rotation around the C-ar-S bond, giving rise to conformational diastereoisomers and enantiomers, respectively. Low temperature HPLC separation of the interconverting stereoisomers on a recently developed chiral stationary phase is reported; a model to account for the observed sense of chiral recognition is also presentedI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.