Trifluoro-methanesulfonic acid 2-(8a-cyano-1,5,8,8a-tetrahydro-4H-naphthalen-4a-yloxymethyl)-phenyl ester | 896142-51-1

• 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: Trifluoro-methanesulfonic acid 2-(8a-cyano-1,5,8,8a-tetrahydro-4H-naphthalen-4a-yloxymethyl)-phenyl ester
• CAS: 896142-51-1
• 化学式: C₁₉H₁₈F₃NO₄S
• 分子量: 413.417
• InChiKey: PFLAZMIRILCNCT-HDICACEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  76.39
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid 2-(8a-cyano-1,5,8,8a-tetrahydro-4H-naphthalen-4a-yloxymethyl)-phenyl ester 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ (S,R)-JOSIPHOS chiral ligand 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 、 (1S,10R,13R)-2-oxatetracyclo[8.7.1.01,13.04,9]octadeca-4,6,8,11,15-pentaene-13-carbonitrile
  参考文献：
  名称：

  Desymmetrisation of bicyclo[4.4.0]decadienes: A planar-chiral complex proved to be most effective in an asymmetric Heck reaction

  摘要：

  The synthesis and desymmetrisation of bicyclo[4.4.0]decadienes is described; the enantioselective Heck reaction using JOSIPHOS as a planar-chiral complex produces a tetracyclic system with three stereogenic centers in up to 84% enantiomeric purity. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.047
• 作为产物：
  描述：

  8a-(2-Bromo-benzyloxy)-1,5,8,8a-tetrahydro-4H-naphthalene-4a-carbonitrile 生成 Trifluoro-methanesulfonic acid 2-(8a-cyano-1,5,8,8a-tetrahydro-4H-naphthalen-4a-yloxymethyl)-phenyl ester
  参考文献：
  名称：

  Desymmetrisation of bicyclo[4.4.0]decadienes: A planar-chiral complex proved to be most effective in an asymmetric Heck reaction

  摘要：

  The synthesis and desymmetrisation of bicyclo[4.4.0]decadienes is described; the enantioselective Heck reaction using JOSIPHOS as a planar-chiral complex produces a tetracyclic system with three stereogenic centers in up to 84% enantiomeric purity. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.047