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个人信息Personal Information
教授
硕士生导师
性别：男
毕业院校：大连理工大学
学位：硕士
所在单位：化工学院
学科：有机化学. 应用化学
电子邮箱：chenhb@dlut.edu.cn
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.
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