Shanahan Charles S, Fuller Nathan O, Ludolph Bjoern, Martin Stephen F
Department of Chemistry and Biochemistry, The University of Texas, Austin, TX 78712, USA.
Tetrahedron Lett. 2011 Aug 10;52(32):4076-4079. doi: 10.1016/j.tetlet.2011.05.121.
Novel, intramolecular 1,3-dipolar cycloadditions of azomethine ylides have been applied to the synthesis of functionalized core structures of the stemofoline alkaloids. In an effort to maximize the efficiency of this key transformation in the context of an eventual total synthesis of these complex natural products, a number of strategic modifications to the cycloaddition substrate were investigated. These collective efforts have provided useful insights into the operative, regiochemical control elements for 1,3-dipolar cycloadditions leading to stemofoline alkaloids. A potential intermediate in the synthesis of these alkaloids was prepared.
甲亚胺叶立德的新型分子内1,3-偶极环加成反应已应用于茎福林生物碱功能化核心结构的合成。为了在这些复杂天然产物的最终全合成中使这一关键转化的效率最大化，研究了对环加成底物的一些策略性修饰。这些共同努力为导致茎福林生物碱的1,3-偶极环加成反应的操作和区域化学控制要素提供了有用的见解。制备了这些生物碱合成中的一个潜在中间体。
