†National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
§University of Chinese Academy of Sciences, Beijing 100049, China.
Org Lett. 2015 May 1;17(9):2238-41. doi: 10.1021/acs.orglett.5b00850. Epub 2015 Apr 15.
An unprecedented organocatalytic asymmetric Michael/cyclization cascade reaction of 3-isothiocyanato oxindoles and 3-nitroindoles has been disclosed. A wide range of enantioenriched polycyclic spirooxindoles, containing three contiguous chiral centers with two of them having quaternary stereocenters, could be smoothly obtained with satisfactory results (up to 99% yield, >99:1 dr, and 96% ee). This method is very promising because the reaction is scalable, and the versatile transformations of the products into other spirocyclic oxindoles are also feasible.
一种前所未有的 3-异硫氰酸基氧化吲哚和 3-硝基吲哚的有机催化不对称迈克尔/环化级联反应已被揭示。通过该方法可以以较高的产率（高达 99%）、优异的 dr 值（>99:1）和对映选择性（高达 96%）获得大量的具有三个连续手性中心且其中两个具有季碳立体中心的多环螺环氧化吲哚产物。该方法很有前途，因为反应具有可扩展性，而且产物转化为其他螺环氧化吲哚也是可行的。
