布列维A,B和C的对抗控制的总合成
Hiromasa Yokoe1, Chika Mitsuhashi, Yoko Matsuoka
1Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.
Journal of the American Chemical Society
|May 12, 2011
概括
通过二聚体选择性氧化合实现了A,B和C的总合成. 这种方法利用了一种α-pyrone和一种三环二烯,这些二烯来源于一种奇拉性Wieland-Miescher子前体.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 自然产品的合成自然产品的合成
背景情况:
- 布雷维昂是一种具有潜在生物活性的自然产品类别.
- 有效和酶选择性合成路径对于获得这些复杂分子至关重要.
研究的目的:
- 开发对A,B和C类勃列维的enantio控制的总合成.
- 为了建立一个可靠的方法来构建breviones的核心结构.
主要方法:
- 从光学纯净的Wieland-Miescher子衍生物中制备三环二烯.
- 乙基循环利用7-内分触发模式.
- 一个α-pyrone与合成的三环二烯的高度二选择性氧化合.
主要成果:
- 取得了成功的enantio控制的A,B和C类勃列维的总合成.
- 合成策略在关键的氧化合步骤中表现出高的二选择性.
- 该路线有效地构建了目标分子复杂的多环框架.
结论:
- 开发的合成方法提供了对A,B和C短线的访问,具有很高的enantiocontrol.
- 这项工作强调了在天然产品合成中基循环和二聚体选择性氧化合的实用性.
相关概念视频
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