School of Chemistry & Materials Science, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials , Jiangsu Normal University , Xuzhou 221116 , P. R. China.
Medical College , Guangxi University , Nanning 530004 , P.R. China.
Org Lett. 2018 Jul 20;20(14):4362-4366. doi: 10.1021/acs.orglett.8b01841. Epub 2018 Jul 10.
An unusual catalytic double [2 + 2] cycloaddition relay reaction of yne-allenones with unactivated alkenes and alkynes has been achieved, which enabled C-C triple-bond cleavage to access more than 60 examples of functionalized phenanthren-9-ols with generally good yields. This reaction provides a regioselective and practical method for the construction of carbocyclic ring systems with a high degree of functional group compatibility. Aside from surveying the scope of this transformation, mechanistic details of this process are provided by conducting systematic theoretical calculations.
炔-烯酮与非活化烯烃和炔烃的催化[2+2]环加成接力反应已被实现，该反应可使 C-C 三键断裂，获得 60 多个功能化菲-9-醇，产率普遍较高。该反应为构建具有高官能团相容性的碳环体系提供了一种区域选择性和实用的方法。除了考察该转化的范围外，通过系统的理论计算还提供了该过程的机理细节。
