Ma Weiwei, Fang Jie, Ren Jun, Wang Zhongwen
State Key Laboratory and Institute of Elemento-Organic Chemistry, Synergetic Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , 94 Weijin Road, Tianjin 300071, P.R. China.
Org Lett. 2015 Sep 4;17(17):4180-3. doi: 10.1021/acs.orglett.5b01927. Epub 2015 Aug 27.
A novel Lewis acid catalyzed formal intramolecular [3 + 3] cross-cycloaddition (IMCC) of cyclopropane 1,1-diesters has been successfully developed. This supplies an efficient and conceptually new strategy for construction of bridged bicyclo[2.2.2]octane skeletons. This [3 + 3]IMCC could be run up to gram scale and from easily prepared starting materials. This [3 + 3]IMCC, together with our previously reported [3 + 2]IMCC strategy, can afford either the bicyclo[2.2.2]octane or bicyclo[3.2.1]octane skeletons from the similar starting materials by regulating the substituents on vinyl group.
一种新型的路易斯酸催化的环丙烷-1,1-二酯的分子内[3 + 3]交叉环加成反应（IMCC）已成功开发。这为构建桥连双环[2.2.2]辛烷骨架提供了一种高效且概念新颖的策略。这种[3 + 3]IMCC反应可以扩大到克级规模，且起始原料易于制备。这种[3 + 3]IMCC反应与我们之前报道的[3 + 2]IMCC策略相结合，通过调节乙烯基上的取代基，可以从相似的起始原料中得到双环[2.2.2]辛烷或双环[3.2.1]辛烷骨架。
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