120584-28-3Relevant academic research and scientific papers
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.
A Total Synthesis of Allamcin. An Approach to Antileukaemic Iridoid Lactones and Formal Syntheses of Plumericin and Allamandin
Parkes, Kevin E. B.,Pattenden, Gerald
, p. 1119 - 1134 (2007/10/02)
A total synthesis of the iridoid lactone (+/-)-allamcin (3) found in Allamanda neriifolia is described.Starting from the readily available bicyclooctenone (10), the synthesis uses a strategy based on: (i) elaboration of the key acetoxy-aldhyde inte
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.
NEW SYNTHETIC ROUTES TO β-FLUORO β-PHENYLLACTIC ACID DERIVATIVES AND Β-FLUOROCYANOHYDRINS
Ayi, A. I.,Remli, M.,Condom, R.,Guedj, R.
, p. 565 - 580 (2007/10/02)
Alkyl phenyl 2,3-epoxycarboxylates from the well-known Darzens glycidic esters synthesis react under very mild conditions with pyridinium-poly-hydrogen fluoride to give corresponding 3-fluoro 3-phenyllactates in almost quantitative yields with a high regio and stereoselectivity.This method can be applied succesfully to other flycidic derivatives: glycidoamides, glycidonitriles, glycidoiminoesters...The spectrometric properties (IR, NMR) are presented.
