6975-17-3Relevant articles and documents
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.
Mechanism of formation of 5,5-cyclopentamethylene-3,4-dicarbethoxyfuranone-2 from ethyl β,β-pentamethyleneglycidate and diethyl malonate
Gedam, Hema S.,Bagavant, G.
, p. 1278 - 1280 (2007/10/02)
An O18 isotope study of the reaction of glycidate (1c) with diethyl malonate leading to a furanone diester (2d) reveal that there is a ring cleavage followed by an intramolecular cyclisation.Isotopic evidence for the Darzen's reaction is given.The glycidate (1c) does not undergo cleavage with benzylamine, however with hydrogen chloride a chlorohydrin through the cleavage of the epoxide ring is obtained.
Methode generale d'obtention des α-ceto esters β-fluores
Ourari, Ali,Condom, Roger,Guedj, Roger
, p. 2707 - 2710 (2007/10/02)
A general method of synthesis of 3-alkyl (or aryl) 3-fluoro 2-oxo esters is described.The opening of glycidic esters with HF-pyridine (70percent w/w) followed by oxidation with Jones reagent, give the corresponding derivatives of fluoropyruvic esters in good yields.
