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Enantioselective Addition of Cyclic Ketones to Unactivated Alkenes Enabled by Amine/Pd(II) Cooperative Catalysis
ACS Catalysis ( IF 11.3 ) Pub Date : 2018-12-21 00:00:00 , DOI: 10.1021/acscatal.8b04654
Hong-Cheng Shen 1 , Ling Zhang 1 , Shu-Sen Chen 1 , Jiajie Feng 2 , Bo-Wen Zhang 1 , Ying Zhang 1 , Xinhao Zhang 2 , Yun-Dong Wu 2 , Liu-Zhu Gong 1
ACS Catalysis ( IF 11.3 ) Pub Date : 2018-12-21 00:00:00 , DOI: 10.1021/acscatal.8b04654
Hong-Cheng Shen 1 , Ling Zhang 1 , Shu-Sen Chen 1 , Jiajie Feng 2 , Bo-Wen Zhang 1 , Ying Zhang 1 , Xinhao Zhang 2 , Yun-Dong Wu 2 , Liu-Zhu Gong 1
Affiliation
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Amine/Pd(II) cooperative catalysis has enabled a highly enantioselective addition of cyclic ketones to unactivated alkenes. The hallmark of the strategy includes amide-directed, regioselective activation of alkenes by Pd(II) and enhancing the nucleophilicity of α-carbon of the ketones by enamine catalysis to synergistically drive the reaction, which is basically unable to be accessed by a single catalyst. The combination of a commercially available Pd(II) catalyst and diphenylprolinol was able to provide the γ-addition products with good to high yields and efficient stereochemical control (up to 95% ee).
中文翻译：
胺/ Pd（II）协同催化使环酮对非活化烯烃的对映选择性加成
胺/钯（II）协同催化已使环状酮高度对映选择性地加成到未活化的烯烃上。该策略的标志包括通过Pd（II）进行的酰胺定向，区域选择性活化烯烃以及通过烯胺催化增强酮的α-碳亲核性以协同驱动反应，这基本上是单个催化剂无法达到的。 。市售的Pd（II）催化剂和二苯基脯氨醇的组合能够为γ加成产物提供良好的高收率和有效的立体化学控制（最高95％ee）。
更新日期：2018-12-21
中文翻译：
胺/ Pd（II）协同催化使环酮对非活化烯烃的对映选择性加成
胺/钯（II）协同催化已使环状酮高度对映选择性地加成到未活化的烯烃上。该策略的标志包括通过Pd（II）进行的酰胺定向，区域选择性活化烯烃以及通过烯胺催化增强酮的α-碳亲核性以协同驱动反应，这基本上是单个催化剂无法达到的。 。市售的Pd（II）催化剂和二苯基脯氨醇的组合能够为γ加成产物提供良好的高收率和有效的立体化学控制（最高95％ee）。
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