125951-10-2Relevant academic research and scientific papers
Preparation of new wittig reagents and their application to the synthesis of α,β-unsaturated phosphonates
Xu, Yibo,Flavin, Michael T.,Xu, Ze-Qi
, p. 7697 - 7701 (1996)
The Wittig reagent [(diethoxyphosphinyl)methylidene]triphenylphosphorane (1b) has been successfully synthesized for the first time via its phosphonium triflate salt (4a), by treating (diethoxyphosphinyl)methyl triflate with triphenylphosphine. The procedure has been applied to the synthesis of other phosphoranes and phosphonium salts. The new Wittig reagents thus synthesized were treated with various aldehydes and an activated ketone, affording the corresponding α,β-unsaturated phosphonates. Triphenylphosphorane 1b and triphenylphosphonium 4a led to both cis and trans isomers with the latter being predominant, while trans isomers were almost exclusively formed when tributyl reagents (1c and 4d) were used.
Suzuki and Stille Cross-Coupling Reactions from β-Iodovinylphosphonate: Stereoselective Access to Various Substituted Vinylphosphonates
Thiery, Emilie,Abarbri, Mohamed
, p. 2757 - 2762 (2014)
Stereoselective synthesis of β-arylvinyl, dienyl, and enynylphosphonates was achieved from diethyl 2-iodovinylphosphonate via Suzuki or Stille cross-coupling reactions in good yields.
A New Version of the Peterson Olefination Using Bis(trimethylsilyl)methyl Derivatives and Fluoride Ion as Catalyst
Palomo, Claudio,Aizpurua, Jesus M.,Garcia, Jesus M.,Ganboa, Inaki,Cossio, F. P.,et al.
, p. 2498 - 2503 (2007/10/02)
Reaction between a variety of bis(trimethylsilyl)methyl derivatives and carbonyl compounds under fluoride ion as catalyst is described.The reaction works especially well with nonenolizable carbonyl compounds to give the expected alkenes in high yields and, in some cases, with high stereoselectivity.Application of this methodology to an intramolecular alkenation providing a tricyclic benzocarbacephem ring system is also described.
