Davies Alex M, Londhe Shrikant S, Smith Emma R, Tunge Jon A
Department of Chemistry, The University of Kansas, 1567 Irving Hill Rd., Lawrence, Kansas 66045, United States.
Org Lett. 2023 Dec 8;25(48):8634-8639. doi: 10.1021/acs.orglett.3c03258. Epub 2023 Nov 22.
A photocatalytic methodology for the single step synthesis of γ-ketoacids from α-ketoacids has been developed. This method employs maleic anhydrides as traceless synthetic equivalents of acrylic acids, achieving a selective cross-coupling via a dual decarboxylative strategy, where molecular CO is released as the only waste byproduct. The method has also been expanded to incorporate a highly regioselective, 3-component coupling with various alcohols to access functionalized γ-ketoesters.
已开发出一种从α-酮酸一步合成γ-酮酸的光催化方法。该方法采用马来酸酐作为丙烯酸的无痕合成等效物,通过双重脱羧策略实现选择性交叉偶联,其中分子CO作为唯一的废副产物释放。该方法还扩展到与各种醇进行高度区域选择性的三组分偶联,以获得功能化的γ-酮酯。