STEREOSELECTIVE SYNTHESIS OF AN ALKENOID-TYPE ERYTHRINAN ALKALOID, (+-)-ERYTHRATIDINE/

Authors
HOSOI S SATO M NAGAO M TSUDA Y
Citation
S. Hosoi et al., STEREOSELECTIVE SYNTHESIS OF AN ALKENOID-TYPE ERYTHRINAN ALKALOID, (+-)-ERYTHRATIDINE/, Chemical and Pharmaceutical Bulletin, 44(12), 1996, pp. 2342-2343
Citations number
12
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
44
Issue
12
Year of publication
1996
Pages
2342 - 2343
Database
ISI
SICI code
0009-2363(1996)44:12<2342:SSOAAE>2.0.ZU;2-K
Abstract
Oxidation of (+/-)-demethylerysotramidine (2) with mCPBA gave the alph a-1,2-epoxide (3) as a single product, which was methylated to 4, then treated with SmI2 in THF-MeOH to give 8-oxoerythratidine (5) in good yield. Finally, 5 was reduced with a LiAlH4-AlCl3 combination to the n atural alkaloid, (+/-)-erythratidine (1).