总合成 (+/-) - - 乙酸
Connor L Martin1, Larry E Overman, Jason M Rohde
1Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, USA.
Journal of the American Chemical Society
|May 22, 2008
概括
研究人员报告了第一个完全合成的actinophyllic酸. 关键步骤包括氧化合和aza-Cope-Mannich重新排列,以构建自然产品.
科学领域:
- 有机化学 有机化学
- 自然产品的合成自然产品的合成
背景情况:
- 氨基酸是一种复杂的天然产品,具有独特的环状系统.
- 之前的合成路径缺乏到酸.
研究的目的:
- 为了实现 (+/-) -actinophyllic 酸的第一个完全合成.
- 制定一个高效和简洁的综合战略.
主要方法:
- 使用了和马龙乙烯酸盐的分子内氧化合.
- 采用阿扎-科普-曼尼奇重新排列组装核心结构.
- 从二-特特-丁马洛纳酸合成了目标分子.
主要成果:
- 成功完成了第一个 (+/-) -actinophyllic acid的总合成.
- 实现了8%的整体收益率.
- 合成涉及一个简洁的序列,只有七个分离的中间体.
结论:
- 开发的合成途径提供了获得actinophyllic acid的途径.
- 关键反应,氧化合和aza-Cope-Mannich重组,是有效的构建自然产品的复杂结构.
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