赫尔库林B和C的简要总合成
Chi He1, Thomas P Stratton1, Phil S Baran1
1Department of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
Journal of the American Chemical Society
|December 22, 2018
概括
研究人员报告了herqulines B和C的直接总合成,模仿它们的自然还原生物合成. 这项研究为合成这些复杂的类化合物提供了新的策略,以及对二甲基酸盐的轻度还原方法.
科学领域:
- 有机化学
- 自然产品合成
- 医学化学
背景情况:
- 赫库林B和C是具有潜在生物活性的复杂化物.
- 之前的研究已经阐明了它们的还原生物合成途径.
- 合成像herqulines这样的化物会带来重大的化学挑战.
研究的目的:
- 开发一个简单而高效的B和C的总合成.
- 在已知的还原生物合成途径上建模合成策略.
- 获取对压力化合物的合成的战略见解,并探索新的减少方法.
主要方法:
- 从氨基酸氨酸开始的总合成.
- 关键步骤包括二元化,宏循环化和四个连续的还原反应.
- 使用温和条件来彻底降低二甲基胺中间体.
主要成果:
- 取得了成功的和简单的herqulines B和C的总合成.
- 合成途径有效地模仿拟的还原生物合成.
- 开发了减轻dketopiperazines的温和而有效的条件.
结论:
- 报告的合成为herqulines B和C提供了可行的途径.
- 这项研究为构建其他应变化合物提供了宝贵的战略见解.
- 开发的降解条件广泛适用于二甲基氨酸衍生物.
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