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通过可见光驱动的光氧化还原不对称催化对氮杂芳烃基酮进行对映选择性还原。

Enantioselective reduction of azaarene-based ketones via visible light-driven photoredox asymmetric catalysis.

作者信息

Qiao Baokun, Li Chunyang, Zhao Xiaowei, Yin Yanli, Jiang Zhiyong

机构信息

Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan 475004, P. R. China.

出版信息

Chem Commun (Camb). 2019 Jul 4;55(52):7534-7537. doi: 10.1039/c9cc03661j. Epub 2019 Jun 12.

Abstract

An enantioselective reduction of azaarene-based ketones through photoredox asymmetric catalysis is reported. With a transition metal-free dual catalytic system including a chiral phosphoric acid and a photosensitizer DPZ mediated by visible light, the transformations involved a tandem process involving double single-electron-transfer reductions and enantioselective protonation, providing valuable chiral alcohols in high yields (up to >99%) with good to excellent enantioselectivities (up to 97% ee).

摘要

报道了通过光氧化还原不对称催化对氮杂芳烃基酮进行对映选择性还原。使用一种无过渡金属的双催化体系,该体系包括手性磷酸和由可见光介导的光敏剂DPZ,该转化涉及一个串联过程,包括双单电子转移还原和对映选择性质子化,以高产率(高达>99%)和良好至优异的对映选择性(高达97% ee)提供有价值的手性醇。

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