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用于可见光诱导对映选择性自由基共轭加成的手性钴催化剂的探索

Exploration of a Chiral Cobalt Catalyst for Visible-Light-Induced Enantioselective Radical Conjugate Addition.

作者信息

Zhang Kai, Lu Liang-Qiu, Jia Yue, Wang Ying, Lu Fu-Dong, Pan Fangfang, Xiao Wen-Jing

机构信息

CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.

Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300072, China.

出版信息

Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13375-13379. doi: 10.1002/anie.201907478. Epub 2019 Aug 7.

Abstract

Chiral catalysts tolerating photochemical reactions are in great demand for the vast development of visible-light-induced asymmetric synthesis. Now, chiral octahedral complexes based on earth-abundant metal and chiral N ligands are reported. One well-defined chiral Co -complex is shown to be an efficient catalyst in the visible-light-induced conjugated addition of enones by alkyl and acyl radicals, providing synthetically valued chiral ketones and 1,4-dicarbonyls in 47->99 % yields with up to 97:3 e.r.

摘要

对于可见光诱导的不对称合成的巨大发展而言,耐受光化学反应的手性催化剂有着迫切需求。现在,基于储量丰富的金属和手性N配体的手性八面体配合物已被报道。一种明确的手性钴配合物被证明是可见光诱导烯酮与烷基和酰基自由基进行共轭加成反应的有效催化剂,能以47->99%的产率提供具有合成价值的手性酮和1,4-二羰基化合物,对映体比例高达97:3。

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