Enantioselective Intermolecular Rauhut-Currier Reaction of Electron-Deficient Allenes with Maleimides
作者:Qian-Yi Zhao、Cheng-Kui Pei、Xiao-Yang Guan、Min Shi
DOI:10.1002/adsc.201100434
日期:2011.8
4-diazabicyclic[2.2.2]octane (DABCO)-catalyzed intermolecular Rauhut–Currier reaction of maleimides with electron-deficient allenes has been investigated, affording the corresponding products in good to high yields under mild conditions. The first example of a β-isocupreidine (β-ICD)-catalyzed highly enantioselective intermolecular Rauhut–Currier reaction of maleimides with allenoates and penta-3,4-dien-2-one
研究了1,4-二氮杂双环[2.2.2]辛烷(DABCO)催化的马来酰亚胺与电子缺陷型烯丙基的分子间Rauhut-Currier反应,在温和条件下可提供高产至高产的相应产物。还开发了第一个由β-异cupreidine(β-ICD)催化的马来酰亚胺与脲基酸酯和5-3,4-dien-2-one的高对映选择性分子间Rauhut-Currier反应的实例,可以合成功能化的旋光活性物质。丙二烯衍生物,具有良好至高收率以及良好至优异的对映选择性。