18531-97-0Relevant academic research and scientific papers
Synthesis of Axially Chiral Biaryl-2-amines by PdII-Catalyzed Free-Amine-Directed Atroposelective C?H Olefination
Zhan, Bei-Bei,Wang, Lei,Luo, Jun,Lin, Xu-Feng,Shi, Bing-Feng
, p. 3568 - 3572 (2020)
A simple and ubiquitously present group, free amine, is used as a directing group to synthesize axially chiral biaryl compounds by PdII-catalyzed atroposelective C?H olefination. A broad range of axially chiral biaryl-2-amines can be obtained in good yields with high enantioselectivities (up to 97 % ee). Chiral spiro phosphoric acid (SPA) proved to be an efficient ligand and the loading could be reduced to 1 mol % without erosion of enantiocontrol in gram-scale synthesis. The resulting axially chiral biaryl-2-amines also provide a platform for the synthesis of a set of chiral ligands.
A Versatile Method for Kinetic Resolution of Protecting-Group-Free BINAMs and NOBINs through Chiral Phosphoric Acid Catalyzed Triazane Formation
Jiang, Qianwen,Liu, Wei,Yang, Xiaoyu
supporting information, p. 23598 - 23602 (2020/10/23)
A versatile kinetic resolution of protecting-group-free BINAMs and NOBINs has been realized through chiral phosphoric acid catalyzed triazane formation with azodicarboxylates. A series of mono-N-protected and unprotected BINAMs, diphenyl diamines and NOBIN derivatives could be kinetically resolved with excellent performances (with s factor up to 420). The gram-scale reactions and facile derivatizations of the chiral products demonstrate the potential of these methods in the asymmetric synthesis of chiral catalysts and ligands.
PHOTOSTIMULATED REACTIONS OF HALOARENES WITH 2-NAPHTHYLAMIDE IONS. A FACILE SYNTHESIS OF 1-ARYL-2-NAPHTHYLAMINES.
Pierini, A.B.,Baumgartner, M.T.,Rossi, R.A.
, p. 4653 - 4656 (2007/10/02)
The photostimulated reactions of aryl iodides with 2-naphtylamide ions in liquid ammonia gave 1-aryl-2-naphthylamines as the major substitution product.This reaction is proposed to occur by the SRN1 mechanism of nucleophilic substitution.
