151674-54-3Relevant academic research and scientific papers
A convenient synthesis of vinyl epoxides from glycidic esters via α-hydroxy-β,γ-unsaturated esters
Bhattacharya,Shah,Vankar,Vankar
, p. 2405 - 2414 (1993)
Glycidic esters, upon isomerisation with BF3.ET2O yield α-hydroxy-β,γ-unsaturated esters. These are then reduced with LiAlH4 to vicinal diols which are converted to vinyl epoxides in two steps.
HClO4·SiO2-mediated improved isomerization of glycidic esters to α-hydroxy-β,γ -unsaturated esters: Application in the formal synthesis of (R)-Baclofen and β-phenyl GABA analogues
Basak, Ranjan,Dharuman, Suresh,Reddy, Y. Suman,Doddi, Venkata Ramana,Vankar, Yashwant D.
supporting information; experimental part, p. 325 - 327 (2012/06/01)
An efficient isomerization of glycidic esters to corresponding allylic alcohols, viz. α-hydroxy-β,γ -unsaturated esters has been brought about using HClO4·SiO2. Five of these allylic alcohols underwent selective SN2' nucleophilic substitution to generate γ-azido-α,β-unsaturated esters which were readily converted to an antispastic drug Baclofen and four other β-phenyl GABA analogues.
Nafion-H catalyzed isomerization of glycidic to α-hydroxy-β,γ- unsaturated esters: Application in the synthesis of a trifluoromethylated vinylic epoxide
Foote, Kevin M.,John, Matthew,Pattenden, Gerald
, p. 363 - 365 (2007/10/03)
Facile Nafion-H catalyzed isomerization of glycidic esters to α- hydroxy-β,γ-unsaturated esters is reported. These compounds are useful synthetic intermediates. Application in the synthesis of a trifluoromethylated vinylic epoxide is demonstrated.
