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铱催化的拉沙里菌素型二萜中环丙烷的仿生光异构化。

Ir-Catalyzed Biomimetic Photoisomerization of Cyclopropane in Lathyrane-Type Diterpenes.

机构信息

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.

出版信息

Org Lett. 2022 Dec 2;24(47):8598-8602. doi: 10.1021/acs.orglett.2c03172. Epub 2022 Nov 20.

Abstract

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.

摘要

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。

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