Biberger Tobias, Makai Szabolcs, Lian Zhong, Morandi Bill
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
Angew Chem Int Ed Engl. 2018 Jun 4;57(23):6940-6944. doi: 10.1002/anie.201802563. Epub 2018 May 8.
Among all metathesis reactions known to date in organic chemistry, the metathesis of multiple bonds such as alkenes and alkynes has evolved into one of the most powerful methods to construct molecular complexity. In contrast, metathesis reactions involving single bonds are scarce and far less developed, particularly in the context of synthetically valuable ring-closing reactions. Herein, we report an iron-catalyzed ring-closing metathesis of aliphatic ethers for the synthesis of substituted tetrahydropyrans and tetrahydrofurans, as well as morpholines and polycyclic ethers. This transformation is enabled by a simple iron catalyst and likely proceeds via cyclic oxonium intermediates.
在有机化学中，迄已知晓的所有复分解反应中，诸如烯烃和炔烃等多重键的复分解反应已发展成为构建分子复杂性最强大的方法之一。相比之下，涉及单键的复分解反应很少，而且发展程度低得多，特别是在具有合成价值的闭环反应方面。在此，我们报道了一种铁催化的脂肪族醚的闭环复分解反应，用于合成取代的四氢吡喃和四氢呋喃，以及吗啉和多环醚。这种转化由一种简单的铁催化剂实现，并且可能通过环状氧鎓中间体进行。
