53101-88-5Relevant articles and documents
Reaction des oxirannes avec la triphenylphosphine en milieu phenolique
Christol, Henri,Grelet, Danielle,Darvich, Mohammad Raouf,Fallouh, Fayez,Plenat, Francoise,Cristau, Henri-Jean
, p. 477 - 483 (2007/10/02)
A new access to the vinylphosphonium salts 4 is proposed, using the reaction of epoxides 1 with triphenylphosphine at 100 deg C in phenol.It succeeds very well for the unfunctional epoxides 1 : 2-monosubstituted and 2,3-disubstituted epoxides.In the case of arylepoxides and 2,2-disubstituted unfunctional epoxides, Wittig and " retro-Wittig " side-reactions decrease the yields in vinylphosphonium salts.The reaction of opening epoxides by triphenylphosphine takes place since 40 deg C and is regio and stereoselective.At 40 deg C, the reaction leads to the formation of β-hydroxy alkylphosphonium salts 3.