Chiral N, N-dioxide/Co(II)-promoted asymmetric 1,3-dipolar cycloaddition of nitrones with methyleneindolinones

Chiral N, N-dioxide/Co(II)-promoted asymmetric 1,3-dipolar cycloaddition of nitrones with methyleneindolinones
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手性 N, N

DOI:
10.1039/c7cc03575f
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发表时间:
2017
影响因子:
4.9
通讯作者:
Feng Xiaoming
Feng Xiaoming
中科院分区:
化学2区
文献类型:
--
作者:
Zhang Dong;Yin Chengkai;Zhou Yuhang;Xu Yali;Lin Lili;Liu Xiaohua;Feng Xiaoming

文献摘要

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建立了一种手性N,N′-二氧化物/Co(BF 4)2·6 H2O络合物催化体系,用于高效催化硝酮与亚甲基吲哚啉酮的不对称1,3-偶极环加成反应.以中等到高的产率获得了具有三个连续的季-叔立构中心的相应的手性多取代螺异恶唑烷,具有优异的dr和ee值(高达97%产率,>19:1 dr和98%ee)。  
A chiral N,N′-dioxide/Co(BF4)2·6H2O complex catalytic system has been developed to efficiently catalyze the asymmetric 1,3-dipolar cycloaddition of nitrones with methyleneindolinones. The corresponding chiral multisubstituted spiroisoxazolidines with three contiguous quaternary–tertiary stereocenters were obtained in moderate to high yields with excellent dr and ee values (up to 97% yield, >19 : 1 dr and 98% ee).