通过形成C-C键的转移化合成6-deoxyerythronolide B的总合成
Xin Gao1, Sang Kook Woo, Michael J Krische
1Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
Journal of the American Chemical Society
|March 8, 2013
概括
研究人员用新的CH-crotylation和enyne转化合成了6-deoxyerythronolide B,一种宏,使用了新的CH-crotylation和enyne转化. 这种高效的方法实现了迄今为止任何红色化物中最简洁的构造.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 宏类合成 宏类合成
背景情况:
- 麦克罗利德是具有显著生物活性的复杂自然产物.
- 宏类支架的高效合成对于药物发现和开发至关重要.
- 以前的合成路径到红类素一直是漫长和复杂的.
研究的目的:
- 开发一个简洁而有效的合成策略,用于14个成员的宏化物6 - 脱氧甲化物B.
- 引入用于宏化物合成中的关键键键结合形成的新方法.
- 为了建立一个新的基准,以总合成的红色化物化合物.
主要方法:
- 采用了14步最长线性序列合成.
- 使用转移化的两种不同的酒精CH-crotylation方法首次用于面向目标的合成.
- 应用了Eyne转化,以构建14个成员的宏化物环.
主要成果:
- 实现了6 - 脱氧化乙烯化物B的合成.
- 该研究成功地证明了新的CH-crotylation技术在复杂分子合成中的应用.
- 恩恩基因转移提供了一条有效的通往宏核的路线.
结论:
- 开发的合成方法代表了迄今为止报告的任何红色胺的最简洁的构造.
- 这项工作展示了现代合成方法在简化复杂的天然产品合成方面的力量.
- 该战略为获得各种红类类似物提供了一个有价值的平台.
相关概念视频
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