钴（II）催化的对映选择性炔丙基克莱森重排：合成烯丙基取代的季碳β-酮酯
Cobalt(II)-Catalyzed Enantioselective Propargyl Claisen Rearrangement: Access to Allenyl-Substituted Quaternary β-Ketoesters.
作者信息
Wang Ya-Ping, Zhang Xing-Ping, Xie Ming-Sheng, Guo Hai-Ming
机构信息
State Key Laboratory of Antiviral Drugs, Pingyuan Laboratory, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
出版信息
Org Lett. 2023 Oct 6;25(39):7105-7109. doi: 10.1021/acs.orglett.3c02496. Epub 2023 Sep 21.
Highly enantioselective propargyl Claisen rearrangement of -propargyl β-ketoesters was achieved under 2.5 mol % of the chiral cobalt complex as the catalyst under mild reaction conditions. With Co(OTf) as the Lewis acid and -symmetric imidazoline-pyrroloimidazolone pyridine as the ligand, diverse chiral allenyl-substituted all-carbon quaternary β-ketoesters were obtained in good yields (up to 97% yield) and high enantioselectivities (up to 98% ee).
在手性钴配合物作为催化剂、用量为2.5 mol%的温和反应条件下，实现了β-炔丙基β-酮酯的高度对映选择性炔丙基克莱森重排反应。以Co(OTf)作为路易斯酸，以对称咪唑啉-吡咯并咪唑酮吡啶作为配体，以良好的产率（高达97%）和高对映选择性（高达98% ee）得到了多种手性烯丙基取代的全碳季碳β-酮酯。
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