Allylated ~-oxosulfides of benzothiazole can replace ~-oxophosphane oxides to provide a stereospecific alkene synthesis. These sulfides, by reduction with sodium borohydride afford predominantly syn beta-hydroxy sulfides. DIBAL reduction in the presence of magnesium bromide improves the syn stereomer formation. Base treatment of these [3-hydroxy sulfides affords (Z)-ailyl thiiranes which are converted into (E, Z)-dienes
Stereoselective Synthesis of 1,4-Dienes by Chelation-controlled Reduction of Benzothiazole beta-Oxosulfides
NACCI, Angelo
1998-01-01
Abstract
Allylated ~-oxosulfides of benzothiazole can replace ~-oxophosphane oxides to provide a stereospecific alkene synthesis. These sulfides, by reduction with sodium borohydride afford predominantly syn beta-hydroxy sulfides. DIBAL reduction in the presence of magnesium bromide improves the syn stereomer formation. Base treatment of these [3-hydroxy sulfides affords (Z)-ailyl thiiranes which are converted into (E, Z)-dienesFile in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.