10-Chlorospiro[5.5]undeca-1,4,10-trien-3-one | 1245947-61-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10-Chlorospiro[5.5]undeca-1,4,10-trien-3-one
• 英文别名: 10-chlorospiro[5.5]undeca-1,4,10-trien-3-one
• CAS: 1245947-61-8
• 化学式: C₁₁H₁₁ClO
• 分子量: 194.661
• InChiKey: WFKKXHDBAJGXKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-Pent-4-ynylphenol 在 二氯甲烷 、 六氟异丙醇 、 碘苯二乙酸 作用下， 反应 0.03h， 以57%的产率得到10-Chlorospiro[5.5]undeca-1,4,10-trien-3-one
  参考文献：
  名称：

  Rapid Formation of Hindered Cores Using an Oxidative Prins Process

  摘要：

  An unprecedented oxidative Prins transformation on phenol derivatives mediated by a hypervalent iodine reagent has been developed. This method allows a rapid access to highly substituted compact systems present in several natural products via a carbon-based addition on an aromatic core. Substitution at each ring position has been demonstrated, enabling synthesis of molecules with up to two contiguous quaternary carbon centers in good yield.

  DOI：

  10.1021/ol101851z

文献信息

• Rapid Formation of Hindered Cores Using an Oxidative Prins Process
  作者：Jean-Christophe Andrez、Marc-André Giroux、Jessica Lucien、Sylvain Canesi

  DOI：10.1021/ol101851z

  日期：2010.10.1

  An unprecedented oxidative Prins transformation on phenol derivatives mediated by a hypervalent iodine reagent has been developed. This method allows a rapid access to highly substituted compact systems present in several natural products via a carbon-based addition on an aromatic core. Substitution at each ring position has been demonstrated, enabling synthesis of molecules with up to two contiguous quaternary carbon centers in good yield.