Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK).
Angew Chem Int Ed Engl. 2014 May 5;53(19):4915-20. doi: 10.1002/anie.201402056. Epub 2014 Apr 11.
Over the past decade, the integration of synthetic chemistry with flow processing has resulted in a powerful platform for molecular assembly that is making an impact throughout the chemical community. Herein, we demonstrate the extension of these tools to encompass complex natural product synthesis. We have developed a number of novel flow-through processes for reactions commonly encountered in natural product synthesis programs to achieve the first total synthesis of spirodienal A and the preparation of spirangien A methyl ester. Highlights of the synthetic route include an iridium-catalyzed hydrogenation, iterative Roush crotylations, gold-catalyzed spiroketalization and a late-stage cis-selective reduction.
在过去的十年中，合成化学与流动处理的结合已经产生了一个强大的分子组装平台，在整个化学界产生了影响。在这里，我们证明了这些工具的扩展可以包含复杂的天然产物合成。我们已经开发了一些新的用于天然产物合成方案中常见反应的流动过程，以实现螺二烯醛 A 的首次全合成和螺旋烯 A 甲酯的制备。合成路线的重点包括铱催化氢化、迭代 Roush 丙炔基化、金催化螺缩酮化和晚期顺式选择性还原。
