Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
Org Lett. 2022 Dec 2;24(47):8598-8602. doi: 10.1021/acs.orglett.2c03172. Epub 2022 Nov 20.
An efficient Ir-catalyzed biomimetic method for photoisomerization of cyclopropane in lathyrane-type diterpenes is reported. Lathyrane diterpenes featuring the -fused cyclopropane (-) were successfully prepared from -cyclopropane lathyranes (-) in excellent yields by this stereochemical permutations strategy, which first verified the biogenesis relationship between the lathyrane isomers. Moreover, could further convert into another -isomer . The present work provides a convenient route for easy access of naturally rare 12()--cyclopropane lathyranes.
报道了一种 Ir 催化的仿生光异构化方法,可有效实现拉蒂烷型二萜中环丙烷的光异构化。通过这种立体化学转化策略,从 (-)-环丙烷拉蒂烷(-)成功制备了具有 -稠合环丙烷(-)的拉蒂烷二萜,产率优异,首次验证了拉蒂烷异构体之间的生物发生关系。此外,还可以进一步转化为另一种 -异构体 。本工作为方便获得天然稀有 12()--环丙烷拉蒂烷提供了一种简便的途径。