104068-55-5Relevant academic research and scientific papers
STEREOCHEMISTRY OF THE Ph3P-CCl4 MEDIATED CYCLIZATION OF CARBOXYLIC ACIDS 1,2-AMINO ALCOHOLS (VORBRUGGEN METHOD)
Meyers, A.I.,Hoyer, Denton
, p. 4687 - 4690 (1985)
In contrast to a previous report, β-hydroxy amides formed via the Ph3P-CCl4 condensation of acids and amino alcohols, cyclize to oxazolines with complete inversion of the carbinol center.
New Dihydroxy Bis(Oxazoline) Ligands for the Palladium-Catalyzed Asymmetric Allylic Alkylation: Experimental Investigations of the Origin of the Reversal of the Enantioselectivity
Ait-Haddou, Hassan,Hoarau, Olivier,Cramailere, Dimitri,Pezet, Frederic,Daran, Jean-Claude,Balavoine, Gilbert G. A.
, p. 699 - 707 (2007/10/03)
The origin of the reversal of the enantioselectivity in the palladium-catalyzed allylic alkylation of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate anion using chiral dihydroxy bis(oxazoline) "BO" ligands derived from (1S,2S)-(+)-2-amino-1-ph
Benzamide bioisosteres incorporating dihydroheteroazole substructures: EPC synthesis and SAR leading to a selective dopamine D4 receptor partial agonist (FAUC 179)
Einsiedel, Juergen,Huebner, Harald,Gmeiner, Peter
, p. 2533 - 2536 (2007/10/03)
Conformationally restricted benzamide bioisosteres were investigated when the chiral phenyldihydroimidazole derivative 4e (FAUC 179) showed strong and highly selective dopamine D4 receptor binding (Kihigh = 0.95 nM). Mitogenesis experiments indicated partial agonist properties (42%). EPC syntheses of the target compounds of type 4 were performed starting from α-amino acids.
Synthese d'oxazolines insaturees isomeres a partir d'aminoalcools chiraux en vue du greffage sur silice
Leveque, Hubert,Malhiac, Catherine,Speybrouck, David,Combret, Yvette,Guerpin, Valerie,Combret, Jean-Claude
, p. 801 - 807 (2007/10/02)
Synthesis of unsaturated oxazoline isomers from chiral amino alcohols for bonding to silica.In order to study their enantioselective ability, four chiral unsaturated oxazoline isomers were synthesized from (1S,2S)-2-amino-1-phenylpropane-1,3-diol and (2S,3R)-2-amino-3-hydroxybutanoic acid (S-threonine).A terminal double bond was introduced on these structures in order to be able to graft them onto silica and access chiral stationary phases for chromatography. - Keywords: chiral unsaturated oxazoline; heterocyclization; selective reaction; grafted silica
