不对称的 (+) - 超醇A的总合成
Xingchao Guan1, Haodong Wang1, Wanqiao Zhang1
1State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
一个新的生物灵感反应构建了复杂的螺旋环框架,对于天然产品合成至关重要. 这种方法使得第一种非对称的hyperbeanol A的总合成成为可能,这是一种高度氧化的化合物.
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:
- 螺旋环形多环形多烯酸酸醇是具有显著生物活性的复杂天然产品.
- 合螺旋三循环框架和螺旋四旋碳奇拉中心的构建是一个合成的挑战.
研究的目的:
- 开发一种新的生物启发的化 Dearomatization 反应,用于构建 5/6/6 合-螺旋三循环核心框架.
- 为了证明这种反应在复杂的自然产品的总合成中的实用性.
主要方法:
- 开发一种生物启发的化 dearomatization反应.
- 在第一个非对称的hyperbeanol A.的总合成中应用所开发的反应.
主要成果:
- 成功构建了5/6/6合螺旋三环核心框架和一个螺旋四边形碳奇拉中心.
- 首次实现了高氧化自然产品超贝诺尔A的非对称总合成,展示了该方法的效率.
结论:
- 开发的生物启发化 dearomatization反应是组装复杂的螺旋环自然产品的强大工具.
- 这种方法提供了一条可行的途径,以高氧化酸糖如hyperbeanol A.
更多相关视频
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
08:43Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
相关概念视频
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Prochirality
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
