(4R,5S,8R,9S)-4,9-Bis-(4-methoxy-phenyl)-5,8-divinyl-dodecane-2,11-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4R,5S,8R,9S)-4,9-Bis-(4-methoxy-phenyl)-5,8-divinyl-dodecane-2,11-dione
• 英文别名: (4S,5R,8S,9R)-5,8-bis(ethenyl)-4,9-bis(4-methoxyphenyl)dodecane-2,11-dione
• 化学式: C₃₀H₃₈O₄
• 分子量: 462.629
• InChiKey: BEEUNICWQZQJHA-BMAQFFHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-bis(trimethylsilyl)-2,6-octadiene 、 反-4-(4-甲氧苯基)-3-丁烯-2-酮 在 硝基甲烷 、 四氯化钛 作用下， 生成 (4R,5S)-4-(4-Methoxy-phenyl)-5-vinyl-dec-9-en-2-one 、 (4R,5S,8R,9S)-4,9-Bis-(4-methoxy-phenyl)-5,8-divinyl-dodecane-2,11-dione
  参考文献：
  名称：

  Sakurai Reaction Addition of 1,8-Bis(trimethylsilyl)-2,6-octadiene to α,β-Enones. A One-Step Control of Four Stereogenic Carbon Centers

  摘要：

  The addition reaction of 1,8-bis(trimethylsilyl)-2,6-octadiene with open-chain conjugated enones in the presence of titanium tetrachloride affords 4,7-divinyldecane-1,10-diones with very high diastereoselectivity. In the case of benzalacetone (trans-4-phenyl-3-buten-2-one), the structure of the adduct (74% yield) was established as the meso isomer (4S*,5R*,8S*,9R*)-4,9-diphenyl-5,8-divinyldodecane-2,11-dione by a single-crystal X-ray analysis.

  DOI：

  10.1021/jo971677g

文献信息

• Sakurai Reaction Addition of 1,8-Bis(trimethylsilyl)-2,6-octadiene to α,β-Enones. A One-Step Control of Four Stereogenic Carbon Centers
  作者：Hélène Pellissier、Loïc Toupet、Maurice Santelli

  DOI：10.1021/jo971677g

  日期：1998.4.1

  The addition reaction of 1,8-bis(trimethylsilyl)-2,6-octadiene with open-chain conjugated enones in the presence of titanium tetrachloride affords 4,7-divinyldecane-1,10-diones with very high diastereoselectivity. In the case of benzalacetone (trans-4-phenyl-3-buten-2-one), the structure of the adduct (74% yield) was established as the meso isomer (4S*,5R*,8S*,9R*)-4,9-diphenyl-5,8-divinyldodecane-2,11-dione by a single-crystal X-ray analysis.