137582-40-2Relevant academic research and scientific papers
Amine-Directed Palladium-Catalyzed C?H Halogenation of Phenylalanine Derivatives
Ville, Alexia,Annibaletto, Julien,Coufourier, Sébastien,Hoarau, Christophe,Tamion, Rodolphe,Journot, Guillaume,Schneider, Cédric,Brière, Jean-Fran?ois
, p. 13961 - 13965 (2021/09/14)
An efficient primary-amine-directed, palladium-catalyzed C?H halogenation (X=I, Br, Cl) of phenylalanine derivatives is reported on a range of quaternary amino acid (AA) derivatives thanks to suitable conditions employing trifluoroacetic acid as additive. The extension of this original native functionality-directed ortho-selective halogenation was even demonstrated with the more challenging native phenylalanine as tertiary AA.
Role of planar chirality of S,N- and P,N-ferrocene ligands in palladium-catalyzed allylic substitutions
You, Shu-Li,Hou, Xue-Long,Dai, Li-Xin,Yu, Yi-Hua,Xia, Wei
, p. 4684 - 4695 (2007/10/03)
Palladium-catalyzed asymmetric allylic substitutions using thioether and phosphino derivatives of ferrocenyloxazoline as ligands have been investigated with a focus on studying the role of planar chirality. In allylic alkylation, up to 98% ee and 95% ee were achieved with S,N- and P,N-ligands, respectively. In allylic amination, 97% ee was realized with P,N-ligands in the presence of TBAF. Several palladium allylic complexes were characterized by X-ray diffraction and/or solution NMR. Thioether derivatives of ferrocenyloxazolines with only planar chirality showed lower enantioselectivity in the allylic alkylation except 5c because of the formation of a new chirality on sulfur atom during the coordination of sulfur with palladium. On the other hand, in the planar chiral P,N-ligands without central chirality, (Sp)-11a-c there was no such disturbance and comparatively higher enantioselectivity in both palladium-catalyzed allylic alkylation and amination was provided.
