1268268-35-4Relevant academic research and scientific papers
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
, p. 23598 - 23602 (2020)
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.
Method for resolving chiral compound
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Paragraph 0081; 0091-0093, (2020/08/27)
The invention relates to the field of organic chemistry, in particular to a method for resolving a chiral compound. The method for splitting the chiral compound provided by the invention comprises thestep of carrying out addition reaction on a racemic compound shown as a formula A and azodicarbonic acid ester in the presence of a catalyst so as to provide an S-configuration compound shown as theformula A and an S-configuration compound shown as the formula C. According to the method, chiral phosphoric acid is used as a catalyst; good catalytic effect is achieved, and very wide substrate applicability is also achieved; the product and the recovered raw material can be obtained with excellent enantioselectivity, the selectivity coefficient of kinetic resolution can reach 371, and the method has an excellent kinetic resolution effect on various N-monosubstituted and N-unsubstituted binaphthalene diamines, H8-binaphthalene diamines and biphenyl diamines.
Acid-catalyzed [3,3] sigmatropic rearrangement of N-Cbz-diaryl hydrazide for the synthesis of mono-N-Cbz-1,1′-biaryl-2,2′-diamine
Suh, Sung-Eun,Park, In-Keol,Lim, Byeong-Yun,Cho, Cheon-Gyu
, p. 455 - 457 (2011/03/22)
N-Cbz-Diaryl hydrazides undergo acid-catalyzed [3,3] sigmatropic rearrangement to afford N-Cbz-1,1′-biaryl-2,2′-diamines. The resultant products can be versatile synthetic platforms for a wide variety of C2- and/or nonsymmetric axially chiral ligands and organocatalysts. N-Cbz-Diaryl hydrazides bearing either a neutral or electron-donating group underwent highly efficient acid-catalyzed [3,3] sigmatropic rearrangement to afford N-Cbz-1,1′-biaryl-2,2′-diamines. The resultant products allow elaboration of various new C2- and/or nonsymmetric axially chiral ligands or organocatalysts.
