Angnes, Ricardo A.; Oliveira, Juliana M.; Oliveira, Caio C.; Martins, Nelson C.; Correia, Carlos Roque D. published the artcile< Stereoselective Synthesis of Aryl Cyclopentene Scaffolds by Heck-Matsuda Desymmetrization of 3-Cyclopentenol>, COA of Formula: C13H15F3N2O, the main research area is arylcyclopentenol diastereoselective enantioselective preparation; arylcyclopentanone enantioselective preparation; Heck Matsuda desymmetrization cyclopentenol aryldiazonium salt palladium pyridinyloxazoline catalyst; diastereoselective enantioselective Heck Matsuda reaction aryldiazonium salt cyclopentenol; bromophenyl chlorophenyl cyclopentenol mol crystal structure; Heck reaction; aryldiazonium salts; chiral N,N ligands; desymmetrization; palladium.
In the presence of palladium bis(trifluoroacetate) and nonracemic (trifluoromethyl)pyridinyloxazoline I, aryldiazonium trifluoroborates RN2+ BF4- [R = 4-MeOC6H4, 2-MeOC6H4, 3,4-(MeO)2C6H3, 3,4,5-(MeO)3C6H2, 4-HOC6H4, 2-HOC6H4, Ph, 4-BrC6H4, 4-ClC6H4, 4-O2NC6H4, 3-O2NC6H4, 2-O2NC6H4, 4-F3CC6H4, 3-F3CC6H4, 2-F3CC6H4] underwent enantioselective Heck-Matsuda desymmetrization reactions with 3-cyclopenten-1-ol to give arylcyclopentenols II [R = 4-MeOC6H4, 2-MeOC6H4, 3,4-(MeO)2C6H3, 3,4,5-(MeO)3C6H2, 4-HOC6H4, 2-HOC6H4, Ph, 4-BrC6H4, 4-ClC6H4, 4-O2NC6H4, 3-O2NC6H4, 2-O2NC6H4, 4-F3CC6H4, 3-F3CC6H4, 2-F3CC6H4] in 20-70% yields and in 85-99% ee and (in some cases) nonracemic 3-arylcyclopentenones in 12-27% yields and in 17-93% ee. The hydroxy group of the cyclopentenol reactant acted as a directing group to control the relative stereochem. of the coupling reaction. The structures of II (R = 4-BrC6H4, 4-ClC6H4) were determined by X-ray crystallog.
Chemistry – A European Journal published new progress about Alcohols, unsaturated Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, COA of Formula: C13H15F3N2O.