一种通过手性磷酸催化三嗪形成对无保护基 BINAMs 和 NOBINs 进行动力学拆分的通用方法。
A Versatile Method for Kinetic Resolution of Protecting-Group-Free BINAMs and NOBINs through Chiral Phosphoric Acid Catalyzed Triazane Formation.
机构信息
School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, China.
University of Chinese Academy of Sciences, Beijing, 100049, China.
出版信息
Angew Chem Int Ed Engl. 2020 Dec 21;59(52):23598-23602. doi: 10.1002/anie.202009395. Epub 2020 Oct 22.
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.
手性磷酸催化叠氮和偶氮二羧酸酯反应形成三氮唑，实现了无保护基 BINAMs 和 NOPINs 的动力学拆分。一系列单 N-保护和无保护的 BINAMs、二苯基二胺和 NOPIN 衍生物都可以通过这些方法实现动力学拆分，具有优异的性能（s 值高达 420）。手性产物的克级反应和易于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。
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