7-(tert-Butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-hept-1-en-6-yne | 284034-60-2

• 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: 7-(tert-Butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-hept-1-en-6-yne
• 英文别名: Tert-butyl-[1-[tert-butyl(dimethyl)silyl]-4,4-dimethylhept-6-en-1-yn-3-yl]oxy-dimethylsilane；tert-butyl-[1-[tert-butyl(dimethyl)silyl]-4,4-dimethylhept-6-en-1-yn-3-yl]oxy-dimethylsilane
• CAS: 284034-60-2
• 化学式: C₂₁H₄₂OSi₂
• 分子量: 366.735
• InChiKey: WLHZKKGXNQKGBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.03
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-(tert-Butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-hept-1-en-6-yne 在 dicobalt octacarbonyl 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 (E)-1-(tert-Butyl-dimethyl-silanyl)-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-hept-5-en-1-yne 、 (3R,5S)-1-(tert-Butyl-dimethyl-silanyl)-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-vinyl-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：

  3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-1-trimethylsilyl-hept-6-en-1-yne 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 36.25h， 生成 7-(tert-Butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-hept-1-en-6-yne
  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