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

被引:34
作者
HOJO, M [1 ]
HARADA, H [1 ]
YOSHIZAWA, J [1 ]
HOSOMI, A [1 ]
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1021/jo00076a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(Alkoxycarbonyl)ketene dithioacetals are cleanly reduced by SmI2 to provide a new and efficient method for the stereoselective generation of the corresponding novel highly functionalized vinylsamarium species which react with a proton, allyl bromide, and aldehydes to give the corresponding reduction products, allylation products, and beta-thiobutenolides, respectively.
引用
收藏
页码:6541 / 6542
页数:2
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