期刊
CHEMICAL COMMUNICATIONS
卷 52, 期 16, 页码 3418-3421出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc10292h
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资金
- National Natural Science Foundation of China [21322202, 21472187]
- Fundamental Research Funds for the Central Universities [DUT15LK06]
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.
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