一个统一的策略,用于合成含有7个成员环的Lycopodium类化合物
Amy S Lee1, Brian B Liau, Matthew D Shair
1Department of Chemistry and Chemical Biology, Harvard University , Cambridge, Massachusetts 02138, United States.
Journal of the American Chemical Society
|August 26, 2014
概括
研究人员开发了一种新的级联序列策略来合成复杂的Lycopodium类化合物. 这种统一的方法有效地产生了像 (+) - 法斯蒂亚丁和 (-) - 希梅拉丁A这样的化合物,为其生物合成提供了洞察力.
科学领域:
- 自然产品的合成自然产品的合成
- 有机化学 有机化学
- 生物合成生物合成
背景情况:
- 一个独特的Lycopodium类化合物群体具有共享的7个成员的环子结构.
- 这些类化合物可能起源于一种常见的生物合成前体,这表明了统一合成策略的潜力.
研究的目的:
- 开发一种统一的,以生物合成为灵感的策略,用于合成复杂的多环性Lycopodium类化合物.
- 为了有效地访问含有特征性的7个成员环子结构的化物,使用级联序列.
主要方法:
- 采用了一种级联序列策略,用于Lycopodium类化合物的总合成.
- 开发了一种分立选择的单方法来构建共同的7个成员环芯.
- 利用生物模拟的跨环曼尼赫反应和后续转换的 imine 减少.
主要成果:
- 实现了第一个 (+) -fastigiatine的总合成.
- 成功合成了 (-) - 希梅拉丁A, (-) - 利科普库林, (-) - 脱水利科普库林, (+) - 利科纳丁A和 (-) - 利科纳丁B.
- 证明了统一策略在获取各种7个环的Lycopodium类化合物的有效性.
结论:
- 开发的级联序列策略可以有效地访问一系列7个环的Lycopodium类化合物.
- 这种方法为这些复杂的自然产品的生物合成起源提供了宝贵的见解.
- 该策略有可能合成所有拥有7个环核心的Lycopodium类化合物.
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