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Preparative scale enantioseparation of 1‐cyclohexyl‐1‐phenylethyl hydroperoxide and 1,2,3,4‐tetrahydro‐1‐naphthyl hydroperoxide on a modified cellulose stationary phase
Author(s) -
Wagner Jürgen,
Hamann HansJürgen,
Döpke Werner,
Kunath Annamarie,
Höft Eugen
Publication year - 1995
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530070410
Subject(s) - chemistry , enantiomer , cellulose , chiral stationary phase , circular dichroism , carbamate , high performance liquid chromatography , phase (matter) , tris , resolution (logic) , chiral column chromatography , chromatography , silica gel , chiral resolution , organic chemistry , stereochemistry , artificial intelligence , biochemistry , computer science
The analytical and preparative scale optical resolution of 1‐cyclohexyl‐1‐phenylethyl hydroperoxide and 1,2,3,4‐tetrahydro‐1‐napthyl hydroperoxide has been achieved by chiral HPLC on a cellulose tris(3,5‐dimethylphenyl carbamate) stationary phase coated on silica gel. The method has been used to obtain several hundred milligrams of highly enriched enantiomers (%ee >98) which were characterized by [α] D and circular dichroism spectra, respectively. Configurational assignments were achieved for 1,2,3,4‐tetrahydro‐1‐naphthyl hydroperoxide enantiomers. © 1995 Wiley‐Liss, Inc.