(+)-(1R,2R,4S,6S)-(2-hydroxy-phenyl)bicyclo[2.2.2]octane-2,6-diol | 1053243-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+)-(1R,2R,4S,6S)-(2-hydroxy-phenyl)bicyclo[2.2.2]octane-2,6-diol
• CAS: 1053243-42-7
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: CMKYEDJPPXIRCM-HYKPAMGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-溴苯酚 、 (1R,4S,6S)-bicyclo<2.2.2>octane-6-ol-2-one 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 6.5h， 以35%的产率得到(+)-(1R,2R,4S,6S)-(2-hydroxy-phenyl)bicyclo[2.2.2]octane-2,6-diol
  参考文献：
  名称：

  Bicyclic diols and related derivatives as catalysts for the asymmetric diethylzinc addition to benzaldehyde

  摘要：

  Chiral bicyclic diols based on bicyclo[2.2.2]octane and bicyclo[2.2.1]heptane have been synthesized and their catalytic capacity in the asymmetric diethylzinc addition to benzaldehyde compared with those described for previously synthesized 2,6-bicyclo[2.2.2]octane-diols (BODOLs). The influence of the number of coordinating sites and the distance between them were studied. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.024