42855-50-5Relevant articles and documents
Metathetical cyclization of dienes: tolerance and behavior of a cyclometallated aryloxycarbene complex of tungsten towards diallylic compounds
Leconte, Michel,Pagano, Salvatore,Mutch, Andrew,Lefebvre, Frederic,Basset, Jean Marie
, p. 1069 - 1072 (2007/10/02)
Intramolecular metathesis of various diallylic compounds containing the O, S, Si or P hetero-elements was achieved in good yields by using the cyclometallated carbene complex W(OAr)(OAr)(CHCMe3)Cl(OEt2).Unsubstituted diallyl ether is converted into 2,5-dihydrofuran; diallyl sulfide is converted into 2,5-dihydrothiophen; diallylphenyl phosphine is converted into 1-phenyl-2,5-dihydro-1H-phosphole; and diallyldimethyl- or diphenylsilanes are converted into the corresponding silacyclopentenes.The metathesis reaction of methyl-substituted diallyl sulfides shows that steric effects are very important.Depending on the position of the methyl groups, the reaction can proceed normally or be completely inhibited. - Keywords: metathesis / tungsten / cyclization / steric hindrance / heteroatom