87802-78-6Relevant articles and documents
An improved class of phosphite-oxazoline ligands for Pd-catalyzed allylic substitution reactions
Biosca, Maria,Salto, Joan,Magre, Marc,Norrby, Per-Ola,Pamies, Oscar,Dieguez, Montserrat
, p. 6033 - 6048 (2019/07/19)
A method for generation of Pd/phosphite-oxazoline catalysts containing an alkyl backbone chain has been successfully applied to Pd-catalyzed allylic substitution reactions. By carefully selecting the substituents at both the alkyl backbone chain and the oxazoline of the ligand, as well as the configuration of the biaryl phosphite group, high activities (TOF > 8000 mol substrate × (mol Pd × h)?1) and excellent enantioselectivities (ee's up to 99%) have been achieved for many hindered and unhindered substrates with a wide range of C-, O-, and N-nucleophiles (73 substitution products in total). Moreover, DFT and NMR studies of the key Pd-allyl complexes allowed us to better understand the origin of the excellent enantioselectivities observed experimentally. The useful application of the Pd/phosphite-oxazoline catalysts was demonstrated by the syntheses of many chiral carbobicycles, with multiples stereocenters, by simple sequential reactions involving Pd-allylic substitution and either 1,6-enyne cyclization or Pauson?Khand enyne cyclization.
Enantioselective Ir-Catalyzed Allylic Alkylation of Racemic Allylic Alcohols with Malonates
Meng, Chun-Yan,Liang, Xiao,Wei, Kun,Yang, Yu-Rong
supporting information, p. 840 - 843 (2019/01/30)
Ir-catalyzed enantioselective allylic alkylation of branched racemic allylic alcohols with malonates is described. Enabled by Carreira's chiral Ir/(P, olefin) complex, the method described allows allylic substitution with various aromatic alcohols and mal
Iridium/ N-Heterocyclic Carbene Complex-Catalyzed Intermolecular Allylic Alkylation Reaction
Bao, Can-Can,Zheng, Dong-Song,Zhang, Xiao,You, Shu-Li
, p. 4763 - 4772 (2019/01/04)
N-Heterocyclic carbenes (NHCs) were found to be suitable ligands in Ir-catalyzed intermolecular allylic alkylation reaction. In the presence of a catalyst derived from [Ir(dncot)Cl]2 (dncot = dinaphthocyclooctatetraene) and triazolium salt L7,