(-) -N-甲基双双印 C 异硫酸的总合成
Alexander D Huters1, Kyle W Quasdorf, Evan D Styduhar
1Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.
Journal of the American Chemical Society
|August 9, 2011
概括
研究人员首次实现了 (-) -N-甲基双双印利诺C异硫酸的总合成,这是一个复杂的天然产品. 关键的步骤包括印烯循环和烯插入,用于脚手架组装和桥头碳功能化.
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
- 药用化学 医学化学
背景情况:
- (-) -N-methylwelwitindolinone C isothiocyanate是一种复杂的天然产品,具有潜在的生物活性.
- 复杂的结构带来了重要的合成挑战.
研究的目的:
- 为了实现第一个 (-) -N-甲基双双印利诺C异硫酸的总合成.
- 开发适用于复杂天然产品合成的新型合成方法.
主要方法:
- 在合成中,采用了印烯循环化策略来构建[4.3.1]-双循环核心.
- 一个后期的分子内烯插入被用来使C11桥头碳功能化.
主要成果:
- 首次成功地完成了 (-) - - N-甲基双英多林C异硫酸的总合成.
- 开发的合成路径证明了在复杂的脚手架结构中,印烯循环和烯插入的有效性.
结论:
- 总合成为进一步的生物评估提供了 (-) -N-methylwelwitindolinone C isothiocyanate 的使用权.
- 这项工作扩大了合成化学家的工具包,以访问具有挑战性的天然产品架构.
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