Michael Addition-Lactonization Reaction of Electron-Deficient Alkynes with N-(Diphenylmethylene)glycinates: An Efficient Synthesis of 3-Amino-2-pyrone Derivatives
作者:Tao Lu、Qing-Fa Zhou、Yong Zhu、Wei-Fang Tang
DOI:10.1055/s-0029-1217098
日期:2010.1
approach is based on the Michael addition of N-(diphenylmethylene)glycinates to various alkynyl ketones, followed by lactonization using 10 mol% sodium hydroxide as catalyst. Aromatic and aliphatic alkynyl ketones were converted into the corresponding 3-amino-2-pyrone derivatives in moderate to high yields. When methyl propiolate was submitted to the reaction, α,β-dehydroamino acids were formed in good
已经开发了温和而有效的合成3-氨基-2-吡喃酮衍生物的方法。该方法基于将N-(二苯基亚甲基)甘氨酸盐迈克尔加成到各种炔基酮中,然后使用10mol%氢氧化钠作为催化剂进行内酯化。将芳族和脂族炔基酮以中等至高产率转化为相应的3-氨基-2-吡喃酮衍生物。当丙酸甲酯进行反应时,以良好的产率形成α,β-脱氢氨基酸。 3-氨基-2-吡喃酮衍生物-炔基酮-迈克尔加成-内酯化-合成