(Z)-2,2,7,7-tetraphenyloct-4-ene-1,8-diol | 1267636-39-4

• 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: (Z)-2,2,7,7-tetraphenyloct-4-ene-1,8-diol
• CAS: 1267636-39-4
• 化学式: C₃₂H₃₂O₂
• 分子量: 448.605
• InChiKey: HVMHZNAOFDDBHM-YPKPFQOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-2,2,7,7-tetraphenyloct-4-ene-1,8-diol 在 草酰氯 作用下， 以 二甲基亚砜 为溶剂， 反应 0.58h， 以95%的产率得到(Z)-2,2,7,7-tetraphenyloct-4-enedial
  参考文献：
  名称：

  Efficient Synthesis of Chiral 2,2′-Bipyrrolidines by an anti-Selective Alkene Diamination

  摘要：

  The rapid and efficient construction of complex chiral bicyclic amines is possible using a novel alkene diamination reaction. Electrophilic iodinating agents promote the intramolecular anti-selective diamination of alkenes and allow the efficient synthesis of chiral amines such as trans-bipyrrolidines.

  DOI：

  10.1021/ol302855z
• 作为产物：
  描述：

  (Z)-dimethyl-2,2,7,7-tetraphenyloct-4-enedioate 在 lithium aluminium tetrahydride 、 氯化铵 作用下， 以 甲苯 、 水 为溶剂， 以76%的产率得到(Z)-2,2,7,7-tetraphenyloct-4-ene-1,8-diol
  参考文献：
  名称：

  Enantioselective Haloetherification by Asymmetric Opening of meso-Halonium Ions

  摘要：

  A new approach to enantioselective haloetherification reactions via desymmetrization of in situ-generated meso-halonium ions is described. The combination of N-haloamides as a halogen source and sodium salts of chiral phosphoric acids as catalysts can be used for the cyclization of symmetrical ene-diol substrates, yielding the haloetherification products under practical conditions in enantioenriched form.

  DOI：

  10.1021/ol1028805

文献信息

• Enantioselective Haloetherification by Asymmetric Opening of <i>meso</i>-Halonium Ions
  作者：Ulrich Hennecke、Christian H. Müller、Roland Fröhlich

  DOI：10.1021/ol1028805

  日期：2011.3.4

  A new approach to enantioselective haloetherification reactions via desymmetrization of in situ-generated meso-halonium ions is described. The combination of N-haloamides as a halogen source and sodium salts of chiral phosphoric acids as catalysts can be used for the cyclization of symmetrical ene-diol substrates, yielding the haloetherification products under practical conditions in enantioenriched form.
• Efficient Synthesis of Chiral 2,2′-Bipyrrolidines by an <i>anti</i>-Selective Alkene Diamination
  作者：Christian H. Müller、Roland Fröhlich、Constantin G. Daniliuc、Ulrich Hennecke

  DOI：10.1021/ol302855z

  日期：2012.12.7

  The rapid and efficient construction of complex chiral bicyclic amines is possible using a novel alkene diamination reaction. Electrophilic iodinating agents promote the intramolecular anti-selective diamination of alkenes and allow the efficient synthesis of chiral amines such as trans-bipyrrolidines.