(1S*,2R*,5S*,6R*)-1,6-Diphenyl-2,5-divinyl-1,6-hexanediol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1S*,2R*,5S*,6R*)-1,6-Diphenyl-2,5-divinyl-1,6-hexanediol
• 英文别名: (1S,2R,5S,6R)-2,5-bis(ethenyl)-1,6-diphenylhexane-1,6-diol
• 化学式: C₂₂H₂₆O₂
• 分子量: 322.447
• InChiKey: BFQLBOQFJWOHPM-VVIORFSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲醛 、 1,8-bis(trimethylsilyl)-2,6-octadiene 在 四氯化钛 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 以7%的产率得到1-trimethylsilylmethyl-2-vinylcyclopentane
  参考文献：
  名称：

  Titanium Tetrachloride Mediated Addition of 1,8-Bis(trimethylsilyl)-2,6-octadiene to Aldehydes. A One-Step Control of Four Stereogenic Carbon Centers

  摘要：

  The addition reaction of 1,8-bis(trimethylsilyl)-2,6-octadiene with aliphatic aldehydes in the presence of titanium tetrachloride affords 2,5-divinylhexane-1,6-diols with very high diastereoselectivity (up to 90%) and good yields (ca. 70-75%). In the case of benzaldehyde, the structure of the adduct was established as the meso isomer (1S*,2R*,5S*,6R*)-1,6-diphenyl-2,5-divinyl-1,6-hexanediol by single-crystal X-ray analysis.

  DOI：

  10.1021/jo00086a019

文献信息

• Titanium Tetrachloride Mediated Addition of 1,8-Bis(trimethylsilyl)-2,6-octadiene to Aldehydes. A One-Step Control of Four Stereogenic Carbon Centers
  作者：Helene Pellissier、Loiec Toupet、Maurice Santelli

  DOI：10.1021/jo00086a019

  日期：1994.4

  The addition reaction of 1,8-bis(trimethylsilyl)-2,6-octadiene with aliphatic aldehydes in the presence of titanium tetrachloride affords 2,5-divinylhexane-1,6-diols with very high diastereoselectivity (up to 90%) and good yields (ca. 70-75%). In the case of benzaldehyde, the structure of the adduct was established as the meso isomer (1S*,2R*,5S*,6R*)-1,6-diphenyl-2,5-divinyl-1,6-hexanediol by single-crystal X-ray analysis.