Total Synthesis of (±)-Actinophyllic Acid
详细信息 查看全文
- 作者：Connor L. Martin ; Larry E. Overman ; Jason M. Rohde
- 刊名：Journal of the American Chemical Society
- 出版年：2008
- 出版时间：June 18, 2008
- 年：2008
- 卷：130
- 期：24
- 页码：7568 - 7569
- 全文大小：316K
- 年卷期：v.130,no.24(June 18, 2008)
- ISSN：1520-5126
文摘
The first total synthesis of (mg src="http://pubs.acs.org/images/entities/plusmn.gif">)-actinophyllic acid (1) is reported. Key steps of this synthesis include an intramolecular oxidative coupling of ketone and malonic ester enolates and an aza-Cope−Mannich rearrangement that assembled the core structure of the natural product’s unique ring system. The synthesis was accomplished from di-tert-butyl malonate in 8% overall yield by a concise sequence that proceeds by way of only seven isolated intermediates.