5,5-dimethyl-6-((dimethylethyl)dimethylsilyloxy)-8-trimethylsilyl-2-octen-7-yne-1-ol | 284034-63-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 5,5-dimethyl-6-((dimethylethyl)dimethylsilyloxy)-8-trimethylsilyl-2-octen-7-yne-1-ol
• CAS: 284034-63-5
• 化学式: C₁₉H₃₈O₂Si₂
• 分子量: 354.681
• InChiKey: NIAKCLSKHRJACX-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-6-((dimethylethyl)dimethylsilyloxy)-8-trimethylsilyl-2-octen-7-yne-1-ol 在 咪唑 、 dicobalt octacarbonyl 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.0h， 生成 (3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-4,4-dimethyl-1-trimethylsilanyl-cyclopentene
  参考文献：
  名称：

  Diastereoselective Formation of 5-Vinylcyclopentenes from 1,6-Enynes:  Cobalt-Mediated C−H Allylic Activation and Formal 5-Endo-Dig Cyclization

  摘要：

  [GRAPHICS]A novel intramolecular cyclization reaction mediated by dicobalt octacarbonyl (Co-2(CO)(8)) is reported. Thermolysis in an argon atmosphere transforms the cobalt complex of 1-trimethyisilyl-6-hepten-1-ynes into 1-trimethylsilyl-5-vinylcyclopentenes in good yield and in a highly diastereoselective manner. This formal 5-endo-dig cyclization is proposed to proceed via an allylic C-H oxidative addition.

  DOI：

  10.1021/ol005928a
• 作为产物：
  描述：

  (E)-6-(tert-Butyl-dimethyl-silanyloxy)-5,5-dimethyl-8-trimethylsilanyl-oct-2-en-7-ynoic acid ethyl ester 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 以100%的产率得到5,5-dimethyl-6-((dimethylethyl)dimethylsilyloxy)-8-trimethylsilyl-2-octen-7-yne-1-ol
  参考文献：
  名称：

  Diastereoselective Formation of 5-Vinylcyclopentenes from 1,6-Enynes:  Cobalt-Mediated C−H Allylic Activation and Formal 5-Endo-Dig Cyclization

  摘要：

  [GRAPHICS]A novel intramolecular cyclization reaction mediated by dicobalt octacarbonyl (Co-2(CO)(8)) is reported. Thermolysis in an argon atmosphere transforms the cobalt complex of 1-trimethyisilyl-6-hepten-1-ynes into 1-trimethylsilyl-5-vinylcyclopentenes in good yield and in a highly diastereoselective manner. This formal 5-endo-dig cyclization is proposed to proceed via an allylic C-H oxidative addition.

  DOI：

  10.1021/ol005928a