双胞胎布福加利津A和B的不对称总合成
Li-Ping Zhong1, Rui Feng1, Jing-Jing Wang1
1Shenzhen Grubbs Institute, Department of Chemistry, Guangdong Provincial Key Laboratory of Catalytic Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.
Journal of the American Chemical Society
|January 19, 2023
概括
研究人员首次实现了复杂双胞胎类固醇bufogargarizins A和B的不对称总合成. 新的合成策略,包括Ru催化 [5+2] 循环添加,用于构建它们独特的四环框架.
科学领域:
- 有机化学
- 自然产品合成
- 医学化学
背景情况:
- 布福加利津A和B是不寻常的双胞胎类固醇.
- 这些类固醇具有复杂的,重新排列的四环环系统 ([7-5-6-5]和 [5-7-6-5]).
- 它们复杂的结构带来了重要的合成挑战.
研究的目的:
- 实现第一个不对称的bufogargarizins A和B的总合成.
- 为构建复杂的多环自然产品开发新型合成方法.
- 探索这些独特的类固醇结构周围的化学空间.
主要方法:
- 内分子催化 [5+2] 循环添加反应.
- 乙烯基乙环烯作为一个关键基质.
- 逆醇/跨环醇级联反应
- 不对称的合成策略.
主要成果:
- 布福加利津A的 [7-5-6-5] 四环核的高效构造
- 布福加利津B的 [5-7-6-5] 四环骨架的二重选择性构造.
- 展示复杂类固醇合成的新型合成途径.
结论:
- 已经成功完成了第一个不对称的bufogargarizins A和B的总合成.
- 新的合成策略,包括Ru-催化循环添加和阿尔多,使得复杂的类固醇结构成为可能.
- 这项工作为进一步研究这些天然产品的生物活动和结构类型提供了基础.
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