Synthesis of lactate derivatives via reductive radical addition to α-oxyacrylates

TETRAHEDRON

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Article

Diccianni, Justin B.¹  Chin, Mason¹  Diao, Tianning¹ 

[1] NYU, Dept Chem, 100 Washington Sq East, New York, NY 10003 USA

关键词: Lactate;    Synthesis;    Nickel;    Radical;    Addition;   

DOI  :  10.1016/j.tet.2019.05.002

来源: Elsevier

【 摘 要 】

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.

【 授权许可】

Free