(+) - 氨基氨基化物A的总合成. 这些碎片的组装
Barry M Trost1, Stephen T Wrobleski, John D Chisholm
1Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu
Journal of the American Chemical Society
|September 30, 2005
概括
使用先进的化学方法,已经实现了细胞毒性宏类物质安菲迪诺化物A的总合成. 这项研究纠正了之前报告的安菲迪诺利德A的结构,提供了明确的结构确定.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 宏化物化学 宏化物化学
背景情况:
- 安菲迪诺化物A是一种具有复杂结构的细胞毒性宏化物.
- 之前的合成工作表明,对安菲迪诺利德A的结构分配是不正确的.
- 该分子具有两个跳过的1,4-二烯子单元.
研究的目的:
- 通过总合成阐明和确认安菲迪诺化物A的正确结构.
- 为复杂的宏化物开发一种灵活和融合的合成策略.
- 为了提供对多个异构体的访问,以获得最终的结构赋值.
主要方法:
- 安菲迪诺化A的总合成.
- 催化基-基合用于二烯形成.
- 用于立体中心控制的催化不对称转换.
- 用于结构阐明的NMR光谱分析.
主要成果:
- 成功开发了一个高度融合的合成路线.
- 合成了关键的中间体 (5,6和7).
- 为了进行结构性确定,获得了安菲迪诺利德A的多个二聚体.
- 氨基胺甲的正确结构被最终确立.
结论:
- 总合成和光谱分析成功确定了安菲迪诺利德A的正确结构.
- 开发的合成方法为访问复杂的宏化物提供了灵活性.
- 这项工作纠正了先前的结构错误,并为进一步研究安菲迪诺化物A的生物活性提供了基础.
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