(5-oxotetrahydrofuran-2-yl)methyl 3-phenylacrylate | 431948-71-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (5-oxotetrahydrofuran-2-yl)methyl 3-phenylacrylate
• 英文别名: (5-oxooxolan-2-yl)methyl 3-phenylprop-2-enoate
• CAS: 431948-71-9
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: MSMMXNLUPWAQDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-戊烯酸 、 肉桂酸 在 lead(IV) tetraacetate 作用下， 以 甲苯 为溶剂， 反应 3.33h， 以26 mg的产率得到(5-oxotetrahydrofuran-2-yl)methyl 3-phenylacrylate
  参考文献：
  名称：

  Acyloxylactonisations mediated by lead tetracarboxylates

  摘要：

  The reaction of lead(IV) tetracarboxylates with carboxylic acids containing unsaturated side chains has been found to give acyloxy lactone products in a diastereoselective process; the reaction can be extended to lead(IV) tetrazolates to give the analogous outcome. Mechanistic implications of these results are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.042

文献信息

• Acyloxylactonisations mediated by lead tetracarboxylates
  作者：Ian F. Cottrell、Andrew R. Cowley、Laura J. Croft、Lauren Hymns、Mark G. Moloney、Ewan J. Nettleton、H. Kirsty Smithies、Amber L. Thompson

  DOI：10.1016/j.tet.2009.01.042

  日期：2009.3

  The reaction of lead(IV) tetracarboxylates with carboxylic acids containing unsaturated side chains has been found to give acyloxy lactone products in a diastereoselective process; the reaction can be extended to lead(IV) tetrazolates to give the analogous outcome. Mechanistic implications of these results are discussed. (C) 2009 Elsevier Ltd. All rights reserved.