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Palladium-catalyzed prenylation of (hetero)aryl boronic acids
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2021-01-09 , DOI: 10.1016/j.tetlet.2020.152800
Jeffrey Leister , Darrian Chao , Kelvin L. Billingsley

Prenyl or dimethylallyl groups are common structural motifs in natural products and small molecule therapeutics. In this report, we describe a palladium-catalyzed method for the cross-coupling of aryl and heteroaryl boronic acids with prenyl alcohol. Catalyst systems based on dialkylbiaryl phosphines were highly active for this transformation. These supporting ligands provided opportunities for tuning the efficiency and regioselectivity of carbon–carbon bond formation. In addition, this method was further extended to the cross-coupling of symmetrical allylic alcohols with aryl boronic acids.



中文翻译:

钯催化的(杂)芳基硼酸的烯丙基化

异戊二烯基或二甲基烯丙基是天然产物和小分子治疗剂中常见的结构基序。在这份报告中,我们描述了钯催化的芳基和杂芳基硼酸与异戊二烯醇的交叉偶联方法。基于二烷基联芳基膦的催化剂体系对该转化具有很高的活性。这些辅助配体为调节碳-碳键形成的效率和区域选择性提供了机会。另外,该方法进一步扩展到对称的烯丙基醇与芳基硼酸的交叉偶联。

更新日期:2021-02-26
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