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Versatile Method for Kinetic Resolution of Protecting-Group-Free BINAMs and NOBINs through Chiral Phosphoric Acid Catalyzed Triazane Formation.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-09-11 , DOI: 10.1002/anie.202009395
Wei Liu 1, 2 , Qianwen Jiang 1 , Xiaoyu Yang 1
Affiliation  

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.

中文翻译:

多功能方法,通过手性磷酸催化三氮烷形成,可动态拆分无保护基的BINAM和NOBIN。

通过手性磷酸与偶氮二羧酸酯催化三氮烷的形成,已实现了无保护基的BINAM和NOBIN的通用动力学拆分。一系列具有单-N-保护和未保护的BINAM,二苯二胺和NOBIN衍生物可以动力学拆分,并具有出色的性能(系数高达420)。手性产物的克级反应和易衍生化证明了这些方法在手性催化剂和配体的不对称合成中的潜力。
更新日期:2020-09-11
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