Enantioselective Synthesis of N-Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach
Enantioselective Synthesis of N-Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach
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DOI：
10.1021/acs.orglett.9b03338
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发表时间：
2019-11-15
期刊：
影响因子：
5.2
通讯作者：
Davidson, Robert W. M.
中科院分区：
文献类型：
--
作者：
Pezzetta, Cristofer;Bonifazi, Davide;Davidson, Robert W. M.
本文报道了一种双镍和光氧化还原催化的模块化方法，用于制备富集对映体的n -苯基杂环。α -杂环羧酸，很容易从普通的商业材料中获得，据报道，作为脱羧策略的合适底物，与手性吡啶-恶唑啉（PyOx）配体结合，提供了快速获得对映体富集的药物样产品。杂环上定向基团的存在被证明是有益的，在许多情况下提供了改进的立体选择性。
Reported herein is a dual nickel- and photoredox-catalyzed modular approach for the preparation of enantioenriched N-benzylic heterocycles. alpha-Heterocyclic carboxylic acids, easily obtainable from common commercial material, are reported as suitable substrates for a decarboxylative strategy in conjunction with a chiral pyridine-oxazoline (PyOx) ligand, providing quick access to enantioenriched drug-like products. The presence of a directing group on the heterocyclic moiety is shown to be beneficial, affording improved stereoselectivity in a number of cases.