1-Oxacyclopentadec-12-en-2-one | 211944-47-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 1-Oxacyclopentadec-12-en-2-one
• CAS: 211944-47-7
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: DLBBWFSEEXZBAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以95%的产率得到1-Oxacyclopentadec-12-en-2-one
  参考文献：
  名称：

  Stereoselective Synthesis of E,Z-Configured 1,3-Dienes by Ring-Closing Metathesis. Application to the Total Synthesis of Lactimidomycin

  摘要：

  Strategic positioning of a silyl group on the diene unit of a diene-ene substrate allows rigorous regio-and stereocontrol to be exerted during metathesis-based macrocyclization reactions. The versatility of this concise approach to E,Z-configured 1,3-dienes of ring sizes of 12 or larger is demonstrated by an application to the total synthesis of lactimidomycin, a potent translation and cell-migration inhibitor.

  DOI：

  10.1021/ja2031085

文献信息

• Stereoselective Synthesis of <i>E,Z</i>-Configured 1,3-Dienes by Ring-Closing Metathesis. Application to the Total Synthesis of Lactimidomycin
  作者：Daniel Gallenkamp、Alois Fürstner

  DOI：10.1021/ja2031085

  日期：2011.6.22

  Strategic positioning of a silyl group on the diene unit of a diene-ene substrate allows rigorous regio-and stereocontrol to be exerted during metathesis-based macrocyclization reactions. The versatility of this concise approach to E,Z-configured 1,3-dienes of ring sizes of 12 or larger is demonstrated by an application to the total synthesis of lactimidomycin, a potent translation and cell-migration inhibitor.