132803-75-9Relevant academic research and scientific papers
N-bromoacetamide-mediated domino cyclization and elimination of homoallylic trichloroacetimidates: A novel approach toward the synthesis of 1-bromo-2-amino-3-butene derivatives
Zhu, Rui,Yu, Kai,Gu, Zhenhua
, p. 6653 - 6660 (2014/08/18)
A practical synthesis of 1-bromo-2-amino-3-butene derivatives from homoallylic trichloroacetimidates was reported. Simply heating the mixture of substrates and N-bromoacetamide in DMF at 90 °C would give the desired products in moderate to excellent yield
Lewis acid catalyzed intramolecular allylic substitution of bis(trichloroacetimidates): A versatile approach to racemic unsaturated amino acids
Grigorjeva, Liene,Jirgensons, Aigars
, p. 2421 - 2425 (2011/06/10)
Lewis acid catalyzed cyclization of trichloroacetimidates derived from 1,4-butenediols and 1,5-butenediols was achieved to give 4-vinyl oxazolines and 4-vinyloxazines in good to excellent yields. The cyclization products were transformed to protected unsaturated α- and β-amino acids, thus demonstrating the novel approach to access these important classes of compounds. Lewis acid catalyzed cyclization of allylic bis(trichloroacetimidates) (n = 1, 2) provides 4-vinyloxazolines and 4-vinyloxazines. The products of cyclization weredemonstrated to be versatile intermediates for the synthesis of unsaturated α- and β-amino acids. Copyright
Flexible synthesis and biological evaluation of novel 5-deoxyadenophorine analogues
Pearson, Morwenna S.M.,Saad, Rim Ouled,Dintinger, Thierry,Amri, Hassen,Mathe-Allainmat, Monique,Lebreton, Jacques
, p. 3262 - 3267 (2007/10/03)
Adenophorine and its 5-deoxy analogue have been identified as natural iminosugars with efficient glycosidase inhibitory effects. The syntheses and biological evaluation of two new series of 5-deoxyadenophorine analogues in their racemic form are reported.
Indium-mediated stereoselective synthesis of truncated, 6- and 7-carbon sialic acids
Warwel, Mathias,Fessner, Wolf-Dieter
, p. 2104 - 2106 (2007/10/03)
Several 6- and 7-carbon sialic acid derivatives were synthesized, without tedious protecting group manipulations, in high overall yields. A key step of the synthesis was the chain extension of suitable α-amino aldehyde derivatives by an indium-mediated addition of ethyl 2-(bromomethyl)acrylate. Under acidic reaction conditions, the corresponding extended enoates were obtained with high trans-stereoselectivity. Ozonolysis furnished the desired 4-acylamino-substituted hexulosonic and heptulosonic acids in free form for biochemical studies.
