Coquerel Yoann, Bensa David, Doutheau Alain, Rodriguez Jean
Université Paul Cézanne (Aix-Marseille III), UMR CNRS 6178, Centre universitaire de St Jérôme, boîte D12, 13397 Marseille Cedex 20, France.
Org Lett. 2006 Oct 12;8(21):4819-22. doi: 10.1021/ol061874e.
[reaction: see text] A versatile stereoselective synthesis of substituted and functionalized heterocyclic seven-membered rings is described. The approach involves a formal two-carbon ring expansion of heterocyclic cyclopentanones through a base-induced anionic domino three-component transformation named the MARDi cascade leading either to oxa-, aza-, or thiacycloheptanes bearing up to five contiguous stereogenic centers.
[反应:见正文] 描述了一种用于合成取代和官能化杂环七元环的通用立体选择性方法。该方法涉及通过一种名为MARDi级联的碱诱导阴离子多米诺三组分转化,使杂环环戊酮进行形式上的双碳环扩展,从而得到带有多达五个连续立体中心的氧杂、氮杂或硫杂环庚烷。