Total Syntheses of Isowondonins Based on a Biosynthetic Pathway
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- 作者：Shuai Yu ; Feng Li ; Hongjun Jeon ; Seokwoo Lee ; Jongheon Shin ; Sanghee Kim
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：June 17, 2016
- 年：2016
- 卷：18
- 期：12
- 页码：2986-2989
- 全文大小：321K
- 年卷期：0
- ISSN：1523-7052
文摘
The first total syntheses of (−)-isowondonin A and (−)-isowondonin B, which are unusual imidazole marine alkaloids, has been accomplished through the development of methods for the selective formation of styryl sulfate group and regioselective alkylation of the imidazole. Application of the Noyori asymmetric hydrogenation of ketones allows the asymmetric synthesis. These results in conjunction with ECD calculations led to the determination of the absolute configuration of isowondonins.