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Concise synthesis of chiral γ-butenolides via an allylation/lactonization cascade
Chemical Communications ( IF 4.3 ) Pub Date : 2024-07-02 , DOI: 10.1039/d4cc02781g
Zheng Tan , Aying Yihuo , Zhao Wu , Fei Wang , Shunxi Dong , Xiaoming Feng

A highly enantioselective allylation/lactonization cascade of enone diesters with potassium allyltrifluoroborates was accomplished by a chiral N,N'-dioxide/indium(III) complex. This protocol provided a concise and efficient route to a number of enantioenriched γ-butenolides under mild conditions. Most of examples completed within 10 minutes with high enantioselectivity. In addition, some of the chiral compounds show apparent activity against hepatocellular carcinoma cells.

中文翻译:


通过烯丙基化/内酯化级联简明合成手性 γ-丁烯内酯



烯酮二酯与烯丙基三氟硼酸钾的高度对映选择性烯丙基化/内酯化级联是通过手性N,N'-二氧化物/铟(III)络合物完成的。该方案提供了在温和条件下制备多种对映体富集的 γ-丁烯内酯的简洁有效的路线。大多数实例在 10 分钟内完成,具有高对映选择性。此外,一些手性化合物显示出明显的抗肝细胞癌细胞活性。
更新日期:2024-07-03
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