通过五种C-H功能化实现的11步和可扩展的Hamigeran M总合成
1Department of Chemistry and Center for Cancer Research, Purdue University, West Lafayette, Indiana 47907, United States.
Journal of the American Chemical Society
|November 23, 2021
概括
本研究详细介绍了使用五种C-H功能化反应的 (±) -海米格兰M的总合成. 这种高效的11步合成方法展示了构建复杂分子的新方法.
科学领域:
- 有机化学
- 合成化学
- 医学化学
背景情况:
- 哈米格兰M是一种具有潜在生物活性的天然产品.
- 有效的合成途径对于访问和研究复杂的自然产品至关重要.
研究的目的:
- 为了实现 (±) - 米的第一个融合总合成.
- 在合成中开发和应用新的C-H功能化策略.
主要方法:
- 采用了五种不同的C-H功能化反应,包括氧导向和醇导向的化反应.
- 采用苏苏基反应-乳化技术进行碎片合.
- 包含一个原子转移反应来减少双键.
主要成果:
- 在11个步骤的顺序中成功合成 (±) - hamigeran M.
- 获得了3.9%的整体收益率.
- 证明了C-H功能化在七个环内形成关键的碳-碳键的实用性.
结论:
- 开发的合成途径是高效和融合的.
- 这种新型的oxazol导向的C-H玻利酸氧化使得后期的氧化成为可能.
- 这种合成为进一步探索海米格兰M类似物提供了有价值的平台.
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