曲景平

个人信息Personal Information

教授

博士生导师

硕士生导师

性别:男

毕业院校:日本东京大学

学位:博士

所在单位:化工学院

电子邮箱:qujp@dlut.edu.cn

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Asymmetric [3+2] Cycloaddition of 3-Amino Oxindole-Based Azomethine Ylides and alpha,beta-Enones with Divergent Diastereocontrol on the Spiro[pyrrolidine-oxindoles]

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论文类型:期刊论文

发表时间:2017-04-07

发表刊物:ORGANIC LETTERS

收录刊物:SCIE、PubMed

卷号:19

期号:7

页面范围:1862-1865

ISSN号:1523-7060

摘要:A general and practical organocatalytic asymmetric 1,3-dipolar cycloaddition of 3-amino oxindole-based azomethine ylides and alpha,beta-enones has been developed. This reaction delivered spiro[pyrrolidine-2,3'-oxindole] products in high yields with excellent regio- and enantioselectivities (up to 99% yield, >20:1 rr, 99% ee). In addition, an array of spiro[dihydropyrrole-2,3'-oxindoles] were readily accessed by oxidative dehydrogenation. Notably, the inversion of the diastereoselectivity of the spiro[pyrrolidine-oxindole] product could be easily achieved through a facile oxidation-reduction process.