STEREOSELECTIVE OXIDATIONS OF A BETA-METHYLGLYCAL, ANHYDRODIHYDROARTEMISININ

Authors
PU YM YAGEN B ZIFFER H
Citation
Ym. Pu et al., STEREOSELECTIVE OXIDATIONS OF A BETA-METHYLGLYCAL, ANHYDRODIHYDROARTEMISININ, Tetrahedron letters, 35(14), 1994, pp. 2129-2132
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
14
Year of publication
1994
Pages
2129 - 2132
Database
ISI
SICI code
0040-4039(1994)35:14<2129:SOOABA>2.0.ZU;2-W
Abstract
Anhydrodihydroartemisinin (1) was epoxidized with MCPBA-2KF and the re sulting 11 beta,12 beta-epoxide (2) treated with acidic aqueous aceton e to yield 11 beta-hydroxydihydroepiartemisinin (5). The major product of the reaction of 1 with catalytic quantities of osmium tetroxide us ing NMO as a co-oxidant was 11 alpha-hydroxydihydroartemisinin (4). Bo th 4 and 5 were oxidized to the corresponding 11-hydroxyartemisinins.