通过β-氮鎓叶立德实现对映选择性N-杂环卡宾催化的环戊烯合成
Enantioselective N-Heterocyclic Carbene Catalyzed Cyclopentene Synthesis via the β-Azolium Ylide.
作者信息
Scott Lydia, Nakano Yuji, Zhang Changhe, Lupton David W
机构信息
School of Chemistry, Monash University, Clayton, 3800, Victoria, Australia.
出版信息
Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10299-10303. doi: 10.1002/anie.201804271. Epub 2018 Jul 9.
Herein we report the cycloisomerization of electron-poor 1,5-dienes via the β-azolium ylide to give enantioenriched cyclopentenes. The reaction is mediated by a chiral N-heterocyclic carbene (NHC) catalyst, exploits readily available substrates, has good generality (17 examples), and displays excellent enantioselectivity (mostly >94:6). Studies demonstrating the viability of a related dynamic kinetic resolution are reported, as are those with alternate tethers and derivatizations.
在此，我们报道了贫电子1,5 - 二烯通过β - 氮鎓叶立德进行环异构化反应，生成对映体富集的环戊烯。该反应由手性N - 杂环卡宾（NHC）催化剂介导，使用易于获得的底物，具有良好的通用性（17个实例），并表现出优异的对映选择性（大多数>94:6）。本文还报道了相关动态动力学拆分可行性的研究，以及使用替代连接基和衍生化的研究。
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