AbstractA direct spirocyclization approach for the chemical synthesis of spiro[cyclohexane‐2‐indoline] alkaloids is reported. The absolute stereochemistry was introduced by a desymmetrizing Dieckmann condensation, and the relative stereochemistry was controlled by the manipulation of the kinetic and thermodynamic pathways of the spirocyclization. By contrast to the biogenetic proposal involving the diester‐type alkaloid as the precursor, we demonstrate that chemically a common lactone‐type intermediate could bridge the chemical synthesis of this class of natural products.

中文翻译：

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螺[环己烷-2-二氢吲哚]生物碱的全合成：区域和非对映选择性螺环化方法

摘要报道了一种用于化学合成螺[环己烷-2-二氢吲哚]生物碱的直接螺环化方法。绝对立体化学是通过去对称迪克曼缩合引入的，相对立体化学是通过操纵螺环化的动力学和热力学途径来控制的。与涉及二酯型生物碱作为前体的生物遗传学提议相反，我们证明了化学上常见的内酯型中间体可以桥接此类天然产物的化学合成。