The Synthesis of Melohenine B and a Related Natural Product
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- 作者：Christopher S. Lancefield ; Linna Zhou ; Tomas L茅bl ; Alexandra M. Z. Slawin ; Nicholas J. Westwood
- 刊名：Organic Letters
- 出版年：2012
- 出版时间：December 21, 2012
- 年：2012
- 卷：14
- 期：24
- 页码：6166-6169
- 全文大小：258K
- 年卷期：v.14,no.24(December 21, 2012)
- ISSN：1523-7052
文摘
A concise synthesis of melohenine B and O-ethyl-14-epimelohenine B, from eburnamonine, was achieved via a biomimetic diastereoselective singlet oxygen-mediated oxidative cleavage of the indole C2鈥揅7 bond. These studies enabled the assignment of the absolute configuration of the natural products. In line with a proposed biosynthetic pathway, the resulting nine-membered ring containing products could be converted to the corresponding quinolones.