SAMARIUM DIIODIDE-PROMOTED REDUCTIVE CLEAVAGE OF CARBON-SULFUR BONDS - A NOVEL STEREOSELECTIVE GENERATION OF FUNCTIONALIZED VINYLSAMARIUM SPECIES AND SYNTHESIS OF BETA-THIOBUTENOLIDES

Authors
HOJO M HARADA H YOSHIZAWA J HOSOMI A
Citation
M. Hojo et al., SAMARIUM DIIODIDE-PROMOTED REDUCTIVE CLEAVAGE OF CARBON-SULFUR BONDS - A NOVEL STEREOSELECTIVE GENERATION OF FUNCTIONALIZED VINYLSAMARIUM SPECIES AND SYNTHESIS OF BETA-THIOBUTENOLIDES, Journal of organic chemistry, 58(24), 1993, pp. 6541-6542
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
24
Year of publication
1993
Pages
6541 - 6542
Database
ISI
SICI code
0022-3263(1993)58:24<6541:SDRCOC>2.0.ZU;2-A
Abstract
(Alkoxycarbonyl)ketene dithioacetals are cleanly reduced by SmI2 to pr ovide a new and efficient method for the stereoselective generation of the corresponding novel highly functionalized vinylsamarium species w hich react with a proton, allyl bromide, and aldehydes to give the cor responding reduction products, allylation products, and beta-thiobuten olides, respectively.