STEREOSELECTIVE SYNTHESIS OF (-SWAINSONINE AND (-)-8,8A-DI-EPI-SWAINSONINE())

Authors
OISHI T IWAKUMA T HIRAMA M ITO S
Citation
T. Oishi et al., STEREOSELECTIVE SYNTHESIS OF (-SWAINSONINE AND (-)-8,8A-DI-EPI-SWAINSONINE()), Synlett, (5), 1995, pp. 404-406
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
5
Year of publication
1995
Pages
404 - 406
Database
ISI
SICI code
0936-5214(1995):5<404:SSO(A(>2.0.ZU;2-A
Abstract
(+)-Swainsonine 2 and (-)-8,8a-di-epi-swainsonine 3 were stereoselecti vely synthesized from L-glutamic acid via a highly diastereoselective intramolecular conjugate addition of amide 20 and carbamate 8, respect ively. Another key step is a stereoselective osmium-catalyzed dihydrox ylation of indolizidine double bond.