Institute of Chemistry, University of Campinas, 13083-970 Campinas, SP, Brazil.
Research Center in Exact and Technological Sciences, University of Franca, 14404-600 Franca, SP, Brazil.
J Org Chem. 2022 Aug 5;87(15):10462-10466. doi: 10.1021/acs.joc.2c01051. Epub 2022 Jul 21.
Syntheses of two natural products derived from the -kaurene kaurenoic acid are described for the first time using regio- and diastereoselective oxidations. Palladium- and manganese-mediated oxidations were used to accomplish the syntheses of two -beyerane metabolites. The use of the White-Gormisky-Zhao catalyst Mn(CF-PDP) enabled the first application of a nondirected metal-catalyzed oxidation in an unactivated C-H bond in a total synthesis.
首次采用区域和立体选择性氧化反应，合成了两种来源于贝壳杉烯-贝壳杉烯酸的天然产物。使用钯和锰介导的氧化反应，完成了两种 -贝壳杉烷代谢物的合成。使用 White-Gormisky-Zhao 催化剂 Mn(CF-PDP)，首次在无导向的金属催化氧化反应中，在一个全合成中，于非活化的 C-H 键上应用了该反应。
