dihydro-3-(2-(4-hydroxy-3-methoxyphenyl)ethylidene)furan-2(3H)-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: dihydro-3-(2-(4-hydroxy-3-methoxyphenyl)ethylidene)furan-2(3H)-one
• 英文别名: (3E)-3-[2-(4-hydroxy-3-methoxyphenyl)ethylidene]oxolan-2-one
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: AGHPFSQGUHCLEE-ONNFQVAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲烯基丁内酯 、 丁香酚 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) B-氯-1,2-苯二酚硼烷 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以86%的产率得到dihydro-3-(2-(4-hydroxy-3-methoxyphenyl)ethylidene)furan-2(3H)-one
  参考文献：
  名称：

  Cross-Metathesis between α-Methylene-γ-butyrolactone and Olefins:  A Dramatic Additive Effect

  摘要：

  Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives was found to have a dramatic effect on the efficiency of the cross-metathesis (CM) process by circumventing the formation of the isomerized byproduct.

  DOI：

  10.1021/ol0703940

文献信息

• Cross-Metathesis between α-Methylene-γ-butyrolactone and Olefins:  A Dramatic Additive Effect
  作者：Joëlle Moïse、Stellios Arseniyadis、Janine Cossy

  DOI：10.1021/ol0703940

  日期：2007.4.1

  Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives was found to have a dramatic effect on the efficiency of the cross-metathesis (CM) process by circumventing the formation of the isomerized byproduct.