通过总合成和NMR化学转移分析来阐明 (+) - 氨基化物a的结构
Barry M Trost1, Paul E Harrington
1Department of Chemistry, Stanford University, California 93405-5080, USA. bmtrost@stanford.edu
Journal of the American Chemical Society
|April 22, 2004
概括
研究人员通过NMR分析和总合成阐明了 (+) - 氨基氨酸甲基的结构,这是一个细胞毒性宏,使用NMR分析和总合成. 这证实了正确的立体化学,并提供了一种可靠的制备方法.
科学领域:
- 有机化学 有机化学
- 自然产品 化学 化学
- 药用化学 医学化学
背景情况:
- (+) - 安菲迪诺利德A是一种具有潜在治疗用途的细胞毒性宏化物.
- 以前的结构赋值可能包含相对立体化学中的错误.
- 准确的结构确定对于理解生物活动和使进一步研究成为可能至关重要.
研究的目的:
- 为了最终阐明 (+) - 安菲迪诺化物A的结构.
- 为了纠正之前报告的相对立体化学中的任何错误.
- 开发一种可靠的全合成方法,用于制备 (+) -安菲迪诺化物A及其类型.
主要方法:
- 利用核磁共振 (NMR) 化学转移分析来比较合成的二聚体与分离的天然产品.
- 完成 (+) - 氨基胺甲的总合成,包括制备各种二聚体.
- 在关键的宏循环化步骤中采用了催化基-基合反应.
主要成果:
- 成功合成 (+) - 安菲迪诺化物A,证实了其拟议的结构.
- 通过详细的NMR分析,通过先前报告的异构体的相对立体化学识别和纠正错误.
- 合成化合物的光谱数据显示与分离的天然产品有很好的一致性.
- 合成的高潮是[Cp*Ru(MeCN) 3PF6催化基-基合,形成了20个环.
结论:
- 已明确确定 (+) - 安菲迪诺化物A的结构.
- 开发的总合成提供了一条可行的途径,以获取这种细胞毒性宏化物.
- 这项工作纠正了之前的立体化学赋值,并验证了未来模拟开发的合成策略.
相关概念视频
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