Six-Membered Ring Formation from Lewis Acid Promoted Reactions of 2-Substituted 2-Alkenyl Amides and Esters of Ethenetricarboxylate
Six-Membered Ring Formation from Lewis Acid Promoted Reactions of 2-Substituted 2-Alkenyl Amides and Esters of Ethenetricarboxylate
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路易斯酸形成六元环促进 2-取代 2-烯基酰胺和乙烯三羧酸酯的反应
DOI：
10.1002/ejoc.201402637
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
K.
中科院分区：
文献类型：
--
作者：
Yamazaki;S.; Ueda;K.; Fukushima;Y.; Ogawa;A.; Kakiuchi;K.
研究了刘易斯酸促进的2-取代2-丙烯酰胺与乙烯三羧酸2-甲基丁-2，3-二烯酯的反应。2-取代2-丙烯酰胺与AlCl 3反应，主要产物为2-氧代-5，6-脱氢哌啶。2-甲基丁-2，3-二烯基酯与刘易斯酸如AlCl 3和SnCl 4反应，主要产物为2-氧代-3，6-二氢吡喃。观察到六元环形成优于五元环形成。
The Lewis acid promoted reactions of 2‐substituted 2‐propenyl amides and the 2‐methylbuta‐2,3‐dienyl ester of ethenetricarboxylate have been examined. The reactions of 2‐substituted 2‐propenyl amides with AlCl3gave 2‐oxo‐5,6‐dehydropiperidines as the major products. The reaction of 2‐methylbuta‐2,3‐dienyl ester with Lewis acids such as AlCl3and SnCl4gave 2‐oxo‐3,6‐dihydropyran as the major product. The preference for six‐ over five‐membered‐ring formation was observed.