(R)-2-iodo-4,4-dimethoxy-5-methylcyclohex-2-enone | 1260433-82-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-iodo-4,4-dimethoxy-5-methylcyclohex-2-enone
• CAS: 1260433-82-6
• 化学式: C₉H₁₃IO₃
• 分子量: 296.105
• InChiKey: VBKLEULQHHVDAM-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-2-iodo-4,4-dimethoxy-5-methylcyclohex-2-enone 以 正己烷 、 乙酸乙酯 为溶剂， 生成 (5R)-2-iodo-5-methylcyclohex-2-ene-1,4-dione
  参考文献：
  名称：

  Enantioselective Synthesis of Biphenols from 1,4-Diketones by Traceless Central-to-Axial Chirality Exchange

  摘要：

  A method for the enantioselective synthesis of biphenols from readily prepared 1,4-diketones is reported. Key to the success of this method is the highly selective transfer of central to axial chirality during a double aromatization event triggered by BF3 center dot OEt2. On the basis of X-ray crystallographic data, a stereochemical model for this chirality exchange process is put forth.

  DOI：

  10.1021/ja108717r
• 作为产物：
  描述：

  (R)-4,4-dimethoxy-5-methylcyclohex-2-en-1-one 在 吡啶 、 碘 作用下， 以 四氯化碳 为溶剂， 以44%的产率得到(R)-2-iodo-4,4-dimethoxy-5-methylcyclohex-2-enone
  参考文献：
  名称：

  Enantioselective Synthesis of Biphenols from 1,4-Diketones by Traceless Central-to-Axial Chirality Exchange

  摘要：

  A method for the enantioselective synthesis of biphenols from readily prepared 1,4-diketones is reported. Key to the success of this method is the highly selective transfer of central to axial chirality during a double aromatization event triggered by BF3 center dot OEt2. On the basis of X-ray crystallographic data, a stereochemical model for this chirality exchange process is put forth.

  DOI：

  10.1021/ja108717r