Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.
J Am Chem Soc. 2021 May 19;143(19):7247-7252. doi: 10.1021/jacs.1c01967. Epub 2021 May 5.
A method for the acetoxyhydroxylation of olefins with syn stereoselectivity under electrophotocatalytic conditions is described. The procedure uses a trisaminocyclopropenium (TAC) ion catalyst with visible light irradiation under a controlled electrochemical potential to convert aryl olefins to the corresponding glycol monoesters with high chemo- and diastereoselectivity. This reaction can be performed in batch or in flow, enabling multigram synthesis of the monoester products.
描述了一种在光电催化条件下具有 syn 立体选择性的烯烃的乙酰氧基羟化方法。该方法使用三氨基环丙烯鎓(TAC)离子催化剂,在受控电化学电势下用可见光照射,将芳基烯烃转化为具有高化学和非对映选择性的相应二醇单酯。该反应可以分批进行,也可以在流动相中进行,从而能够实现单酯产物的多克合成。