135657-28-2Relevant 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.
Chiral synthesis of 6,7-benzomorphans: Synthesis of ( -)1(S),2(S),4(R),6(R)-1,2,3,4,5,6-hexahydro-2,6-methano-8-methoxy -1,3,4,6-tetramethyl-3-benzazocine through the chromium hexacarbonyl mediated cyclisation of 1(S),1 ′(R)-1,2-dihydro-7-methoxy-1,4-dimethyl -1 (N-methy-N-trifluoroacetamido-1′-methylethan-2′-yl)naphthalene
Sainsbury, Malcolm,Mahon, Mary F.,Williams, Colin S.,Naylor, Alan,Scopes, David I. C.
, p. 4195 - 4210 (2007/10/02)
(-)1(S),2(S),4(R),6(R)-1,2,3,4,5,6-Hexahydro-2,6-methano-8-methoxy- 1,3,4,6-tetramethyl-3-benzazocine has been synthesised in 86 % enandomeric excess from the α-(v6-chromium tricarbonyl) complex of 1 (S), 1′(R)-1,2-dihydro-7-methoxy-1,4-dimethyl-1-(N-methyl-N-trifluoroacetamido- 1′-methylethan-2/-yl)naphthalene. A precursor of this compound is 2(R),4(,S)-4-(3-methoxyphenyl)-2,4-dimethylcyclohexanone which was obtained through an Enders' type C-methylation reaction of 4-(3-methoxyphenyl)4-methylcyclohexanone using SAMP as the reagent.
