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个人信息Personal Information
高级实验师
硕士生导师
性别：男
毕业院校：大连理工大学
学位：博士
所在单位：化学学院
学科：有机化学
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The enantioselective construction of chiral spirooxindole-based 4-thiazolidinone via asymmetric catalytic formal [3+2] annulation using a bifunctional catalyst
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论文类型：期刊论文
发表时间：2016-02-25
发表刊物：CHEMICAL COMMUNICATIONS
收录刊物：PubMed、SCIE
卷号：52
期号：16
页面范围：3418-3421
ISSN号：1359-7345
摘要：4-Thiazolidinone is regarded as a privileged structural unit in bioactive compounds. However, there is still no example of a catalytic method for the synthesis of chiral 4-thiazolidinone until now. We reported herein a facile and efficient method for the construction of chiral spirooxindole-based 4-thiazolidinone. This methodology is based on the asymmetric formal [3+ 2] annulation of 1,4-dithiane-2,5-diol to ketimines which is followed by simple oxidation, featuring a broad substrate scope with high enantioselectivity (up to 98% ee). The method has been successfully applied to the synthesis of a novel class of mycobacterium tuberculosis inhibitor-spirooxindole based 4-thiazolidinone.