PREPARATIVE-SCALE ENANTIOSEPARATION OF 1-CYCLOHEXYL-1-PHENYLETHYL HYDROPEROXIDE AND 1,2,3,4-TETRAHYDRO-1-NAPHTHYL HYDROPEROXIDE ON A MODIFIED CELLULOSE STATIONARY-PHASE

Authors
WAGNER J HAMANN HJ DOPKE W KUNATH A HOFT E
Citation
J. Wagner et al., PREPARATIVE-SCALE ENANTIOSEPARATION OF 1-CYCLOHEXYL-1-PHENYLETHYL HYDROPEROXIDE AND 1,2,3,4-TETRAHYDRO-1-NAPHTHYL HYDROPEROXIDE ON A MODIFIED CELLULOSE STATIONARY-PHASE, Chirality, 7(4), 1995, pp. 243-247
Citations number
18
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chirality → ACNP
ISSN journal
08990042
Volume
7
Issue
4
Year of publication
1995
Pages
243 - 247
Database
ISI
SICI code
0899-0042(1995)7:4<243:PEO1H>2.0.ZU;2-1
Abstract
The analytical and preparative scale optical resolution of 1-cyclohexy l-1-phenylethyl hydroperoxide and 1,2,3,4-tetrahydro-1-naphthyl hydrop eroxide has been achieved by chiral HPLC on a cellulose tris(3,5-dimet hylphenyl 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 [alpha](D) and circ ular dichroism spectra, respectively. Configurational assignments were achieved for 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide enantiomers. (C) 1995 Wiley-Liss, Inc.