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)-dienes
File 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.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11586/42142
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 5
  • ???jsp.display-item.citation.isi??? 4
social impact