DEVELOPMENT OF THE JULIA ASYMMETRIC EPOXIDATION REACTION .1. APPLICATION OF THE OXIDATION TO ENONES OTHER THAN CHALCONES

Authors
LASTERRASANCHEZ ME FELFER U MAYON P ROBERTS SM THORNTON SR TODD CJ
Citation
Me. Lasterrasanchez et al., DEVELOPMENT OF THE JULIA ASYMMETRIC EPOXIDATION REACTION .1. APPLICATION OF THE OXIDATION TO ENONES OTHER THAN CHALCONES, Journal of the Chemical Society. Perkin transactions. I, (4), 1996, pp. 343-348
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
4
Year of publication
1996
Pages
343 - 348
Database
ISI
SICI code
0300-922X(1996):4<343:DOTJAE>2.0.ZU;2-L
Abstract
Asymmetric epoxidation of a variety of enones 3, 6, 8, 10, 12, 14, 16, 18, 21, 22, 26, 28-30 and 36 gives the corresponding oxiranes in good to excellent yield and optical purity, The oxidation medium consists of basic peroxide or sodium perborate or sodium percarbonate or tert-b utylhydroperoxide and the preferred catalyst is polyleucine, convenien tly prepared from the N-carboxyanhydride using 1,3-diaminopropane.