[(1R,8R)-3,4,5,6-tetrafluoro-11-(hydroxymethyl)-9-tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaenyl]methanol | 1067879-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(1R,8R)-3,4,5,6-tetrafluoro-11-(hydroxymethyl)-9-tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaenyl]methanol
• CAS: 1067879-62-2
• 化学式: C₁₄H₁₀F₄O₂
• 分子量: 286.226
• InChiKey: PWXRLGYSISBZCO-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(1R,8R)-3,4,5,6-tetrafluoro-11-(hydroxymethyl)-9-tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaenyl]methanol 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以96%的产率得到
  参考文献：
  名称：

  C2-Symmetric tetrafluorobenzobarrelenes as highly efficient ligands for the iridium-catalyzed asymmetric annulation of 1,3-dienes with 2-formylphenylboron reagents

  摘要：

  New C-2-symmetric chiral diene ligands bearing a tetraflurobenzobarrelene framework were prepared via a [4+2] cycloaddition of 1,4-bis((methoxymethoxy)methyl)benzene with tetrafluorobenzyne. The diene ligands realized the iridium-catalyzed enantioselective [3+2] annulation of 1,3-dienes with 2-formylphenylboron reagents giving 1-indanol derivatives in high yields and with high enantioselectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.014
• 作为产物：
  描述：

  (1R,8R)-3,4,5,6-tetrafluoro-9,11-bis(methoxymethoxymethyl)tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaene 在 盐酸 、 甲醇 作用下， 反应 4.0h， 以90%的产率得到[(1R,8R)-3,4,5,6-tetrafluoro-11-(hydroxymethyl)-9-tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaenyl]methanol
  参考文献：
  名称：

  C2-Symmetric tetrafluorobenzobarrelenes as highly efficient ligands for the iridium-catalyzed asymmetric annulation of 1,3-dienes with 2-formylphenylboron reagents

  摘要：

  New C-2-symmetric chiral diene ligands bearing a tetraflurobenzobarrelene framework were prepared via a [4+2] cycloaddition of 1,4-bis((methoxymethoxy)methyl)benzene with tetrafluorobenzyne. The diene ligands realized the iridium-catalyzed enantioselective [3+2] annulation of 1,3-dienes with 2-formylphenylboron reagents giving 1-indanol derivatives in high yields and with high enantioselectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.014