(4E)-6-[(tert-butyldimethylsilyl)oxy]-5-methyl-2,2-diphenylhex-4-en-1-yl acetate | 1408286-33-8

• 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: (4E)-6-[(tert-butyldimethylsilyl)oxy]-5-methyl-2,2-diphenylhex-4-en-1-yl acetate
• CAS: 1408286-33-8
• 化学式: C₂₇H₃₈O₃Si
• 分子量: 438.682
• InChiKey: VOUHKEAFZUOOAN-RELWKKBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4E)-6-[(tert-butyldimethylsilyl)oxy]-5-methyl-2,2-diphenylhex-4-en-1-yl acetate 在 甲醇 、 2-苯基丙二腈 、 potassium carbonate 、 10-甲基-9-均三甲苯基吖啶高氯酸盐 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 148.0h， 生成 tert-butyl(2-(4,4-diphenyltetrahydrofuran-2-yl)propoxy)dimethylsilane
  参考文献：
  名称：

  Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols

  摘要：

  A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing Catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenyl-malononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity, In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alkenoic acids.

  DOI：

  10.1021/ja309635w
• 作为产物：
  描述：

  2,2-diphenylpent-4-en-1-yl acetate 、 tert-butyldimethyl(2-methylallyloxy)silane 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 68.0h， 以38%的产率得到(4E)-6-[(tert-butyldimethylsilyl)oxy]-5-methyl-2,2-diphenylhex-4-en-1-yl acetate
  参考文献：
  名称：

  Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols

  摘要：

  A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing Catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenyl-malononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity, In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alkenoic acids.

  DOI：

  10.1021/ja309635w