Synthesis of lactate derivatives via reductive radical addition to α-oxyacrylates
Synthesis of lactate derivatives via reductive radical addition to α-oxyacrylates
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DOI：
10.1016/j.tet.2019.05.002
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发表时间：
2019-08-02
期刊：
影响因子：
2.1
通讯作者：
Diao, Tianning
中科院分区：
文献类型：
--
作者：
Diccianni, Justin B.;Chin, Mason;Diao, Tianning
乳酸盐衍生物是多种医药产品的重要合成前体。以前报道的制备乳酸盐的方法需要多个步骤或范围有限。在这里，我们报道了一种镍催化的各种烷基碘与α-氧基丙烯酸酯的还原加成反应，以得到取代的乳酸盐。探索自由基受体的范围发现，从环己酮到对位羟基苯乙烯等缺电子的烯烃与烷基碘发生了有效的偶联。这种方法代表了获取乳酸盐衍生物的另一种策略。(C)2019爱思唯尔有限公司。保留所有权利。
Lactate derivatives are important synthetic precursors to a variety of pharmaceutical products. Previously reported methods to prepare lactates require multiple steps or have limited scopes. Herein, we report a Ni-catalyzed reductive addition of a variety of alkyl iodides to alpha-oxyacrylates to afford substituted lactates. Exploring the scope of radical acceptors reveals that electron-deficient alkenes, ranging from cyclohexenone to pars-caboxystyrene, undergo efficient coupling with alkyl iodides. This method represents an alternative strategy access lactate derivatives. (C) 2019 Elsevier Ltd. All rights reserved.