State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, Gansu, P. R. China.
Org Lett. 2022 Sep 9;24(35):6402-6406. doi: 10.1021/acs.orglett.2c02422. Epub 2022 Aug 26.
The first synthesis of 1-hydroxyl allogibberic methyl ester, to pharbinilic acid and other bioactive molecules, is accomplished in diastereoselective manner. Key reactions of the synthesis include a Pd-catalyzed Suzuki-Miyaura cross-coupling reaction, a Lewis acid-catalyzed reductive Prins cyclization reaction, and a SmI-mediated transannular pinacol coupling reaction. The synthesis provides a new avenue to access diverse relevant bioactive molecules.
以偕二苯甲酸和其他生物活性分子为原料，首次以非对映选择性方式合成了 1-羟基全吉贝素甲酯。该合成的关键反应包括 Pd 催化的 Suzuki-Miyaura 交叉偶联反应、路易斯酸催化的还原 Prins 环化反应和 SmI 介导的环间频哪醇偶联反应。该合成提供了一种获得多种相关生物活性分子的新途径。
