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Diastereoselective [3+3] cycloaddition reaction of 2-arylideneindan-1,3-diones with β-naphthols: efficient assemble of immunosuppressive pentacyclic chromanes
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2019-12-28 , DOI: 10.1016/j.tetlet.2019.151579
Na Li , Liang Tu , Guiguang Cheng , Houling Sa , Zhenghui Li , Tao Feng , Yongsheng Zheng , Jikai Liu

A base promoted diastereoselective formal [3+3] cycloaddition reaction of 2-arylideneindan-1,3-diones with β-naphthols towards the synthesis of functionalized pentacyclic indeno[1], [2], [2](a), [2](b)chromen-(4bH)-ones has been developed. This methodology is appreciated in terms of diastereoselectivity and mild conditions. In addition, the immunosuppressive assay indicates that one of the products has selective inhibition on T-cell proliferation (IC50 value of 8.73 μM).



中文翻译:

β-萘酚与2-芳基茚满-1,3-二酮的非对映选择性[3 + 3]环加成反应:免疫抑制性五环环烷的高效组装

碱促进2-芳基茚满-1,3-二酮与β-萘酚的非对映选择性形式[3 + 3]环加成反应,以合成功能化的五环茚并[1],[2],[2](a),[2]已经开发了[ ](b)chromen-(4b H)-ones。就非对映选择性和温和条件而言,该方法受到赞赏。此外,免疫抑制分析表明其中一种产物对T细胞增殖具有选择性抑制作用(IC 50值为8.73μM)。

更新日期:2019-12-29
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