School of Pharmaceutical Sciences, Tsinghua University , Beijing 100084, China.
Org Lett. 2017 Apr 7;19(7):1828-1830. doi: 10.1021/acs.orglett.7b00591. Epub 2017 Mar 15.
The first total synthesis of the opened-type Kopsia alkaloid grandilodine B is reported. Four stereocenters of this alkaloid, three of them quaternary, are stereoselectively generated by a Diels-Alder reaction, a diastereoselective cyanation of tertiary alcohol, and a facial-selective nitrone 1,3-dipolar cycloaddition.
首次报道了开环型 Kopsia 生物碱 grandilodine B 的全合成。该生物碱的四个立体中心,其中三个为季碳,通过 Diels-Alder 反应、立体选择性叔醇氰化和非对映选择性硝酮 1,3-偶极环加成反应立体选择性地生成。