Total Synthesis of Thaxtomin A and Its Stereoisomers and Findings of Their Biological Activities
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- 作者：Hongbo Zhang ; Xin Ning ; Hang Hang ; Xuyan Ru ; Haichen Li ; Yonghong Li ; Lizhong Wang ; Xiao Zhang ; Shujing Yu ; Yuanyuan Qiao ; Xin Wang ; Peng George Wang
- 刊名：Organic Letters
- 出版年：2013
- 出版时间：November 15, 2013
- 年：2013
- 卷：15
- 期：22
- 页码：5670-5673
- 全文大小：273K
- 年卷期：v.15,no.22(November 15, 2013)
- ISSN：1523-7052
文摘
The first and facile total synthesis of thaxtomin A and its three stereoisomers has been achieved. The synthetic approach involves intramolecular nucleophilic cyclization of an amide toward a ketoamide group to produce a C-hydroxydiketopiperazine scaffold. The most amazing discovery was that each of the four stereoisomers of TA exhibits different phytotoxic, fungicidal, and antiviral activities.