对映选择性合成 1-羟基异戊烯基 gibberellic 甲酯至多种生物活性分子。
Diastereoselective Synthesis of 1-Hydroxyl Allogibberic Methyl Ester to Diverse Bioactive Molecules.
机构信息
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.
出版信息
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。
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