通过催化双极性环加成级联反应对去氢延胡索乙素和异去氢延胡索乙素进行对映选择性形式全合成。
Enantioselective formal total syntheses of didehydrostemofoline and isodidehydrostemofoline through a catalytic dipolar cycloaddition cascade.
机构信息
Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA.
出版信息
Angew Chem Int Ed Engl. 2012 Oct 15;51(42):10596-9. doi: 10.1002/anie.201205274. Epub 2012 Sep 17.
Abstract
Sweet to the core: Enantioselective formal total syntheses of the title compounds were accomplished in 24 steps from 2-deoxy-D-ribose. The synthesis features a novel cascade of reactions culminating in an intramolecular dipolar cycloaddition to form the tricyclic core of the stemofoline alkaloids from an acyclic diazo imine intermediate.
摘要
从 2-脱氧-D-核糖出发，经 24 步反应以优异的对映选择性完成了标题化合物的全合成。该合成的特点是一系列新颖的反应级联，最终通过非环重氮亚胺中间体进行分子内偶极环加成，形成了斯蒂默福林生物碱的三环核心。
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