金鸡纳生物碱催化异靛蓝的对映选择性硫醚-迈克尔/羟醛串联反应：构建具有相邻季碳螺中心的手性双螺环氧化吲哚四氢噻吩
A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters.
作者信息
Gui Yong-Yuan, Yang Jian, Qi Liang-Wen, Wang Xiao, Tian Fang, Li Xiao-Nian, Peng Lin, Wang Li-Xin
机构信息
Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China.
出版信息
Org Biomol Chem. 2015 Jun 14;13(22):6371-9. doi: 10.1039/c5ob00774g.
A cinchona alkaloid catalyzed diastereoselective and enantioselective sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and isoindigos has been successfully developed to afford the highly congested bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters in high yields (up to 91%), excellent diastereoselectivities (up to >20 : 1 dr), and good enantioselectivities (up to 98% ee). Some synthetic transformations of the reaction products were also studied.
金鸡纳生物碱催化的1,4 - 二硫烷 - 2,5 - 二醇与异靛蓝之间的非对映选择性和对映选择性硫醚 - 迈克尔/羟醛串联反应已成功开发，可高产率（高达91%）、优异的非对映选择性（高达>20:1 dr）和良好的对映选择性（高达98% ee）地得到具有相邻季碳螺中心的高度拥挤的双螺氧化吲哚四氢噻吩。还研究了反应产物的一些合成转化。
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