ALTERNATIVE APPROACH TO THE SYNTHESIS OF OPTICALLY-ACTIVE BETA-KETO SULFOXIDES BY FURYLHYDROPEROXIDES ENANTIOSELECTIVE OXIDATIONS

Authors
LATTANZI A BONADIES F SCHIAVO A SCETTRI A
Citation
A. Lattanzi et al., ALTERNATIVE APPROACH TO THE SYNTHESIS OF OPTICALLY-ACTIVE BETA-KETO SULFOXIDES BY FURYLHYDROPEROXIDES ENANTIOSELECTIVE OXIDATIONS, Tetrahedron : asymmetry, 9(15), 1998, pp. 2619-2625
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
15
Year of publication
1998
Pages
2619 - 2625
Database
ISI
SICI code
0957-4166(1998)9:15<2619:AATTSO>2.0.ZU;2-L
Abstract
Enantiomerically enriched beta-keto sulfoxides are obtainable by an al ternative method to the classical reaction of the enantiomerically pur e alpha-sulfinyl anion with esters or by Andersen's synthesis, through Sharpless modified kinetic resolution of racemic beta-keto sulfoxides . High e.e.s are achieved by combining asymmetric oxidation and kineti c resolution using furylhydroperoxides as oxidants. (C) 1998 Elsevier Science Ltd. All rights reserved.