5-Trimethylsilanylethynyl-nona-1,8-dien-5-ol | 1025902-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Trimethylsilanylethynyl-nona-1,8-dien-5-ol
• 英文别名: 5-(2-Trimethylsilylethynyl)nona-1,8-dien-5-ol
• CAS: 1025902-26-4
• 化学式: C₁₄H₂₄OSi
• 分子量: 236.429
• InChiKey: GMNNNQBNWDNWOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-Trimethylsilanylethynyl-nona-1,8-dien-5-ol 在 (R_fO)2W(=NAr)=CHC(CH₃)3 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-<(triethylsilyl)oxy>-5-<(trimethylsilyl)ethynyl>cycloheptene
  参考文献：
  名称：

  Catalytic Ring Closing Metathesis of Dienynes:  Construction of Fused Bicyclic [n.m.0] Rings

  摘要：

  Ruthenium carbene 1 (Cl-2(PCy(3))(2)Ru=CHCH=CPh(2)) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.O] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X=H, alkyls, Ph, CO(2)Me, SnBu(3), TMS, Cl, Pr, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.

  DOI：

  10.1021/jo951648a
• 作为产物：
  描述：

  N-methoxy-N-methyl-4-pentenamide 在 正丁基锂 、 碘 、 magnesium 作用下， 反应 2.5h， 生成 5-Trimethylsilanylethynyl-nona-1,8-dien-5-ol
  参考文献：
  名称：

  Catalytic Ring Closing Metathesis of Dienynes:  Construction of Fused Bicyclic [n.m.0] Rings

  摘要：

  Ruthenium carbene 1 (Cl-2(PCy(3))(2)Ru=CHCH=CPh(2)) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.O] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X=H, alkyls, Ph, CO(2)Me, SnBu(3), TMS, Cl, Pr, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.

  DOI：

  10.1021/jo951648a

文献信息

• Catalytic Ring Closing Metathesis of Dienynes:  Construction of Fused Bicyclic [<b><i>n</i></b>.<b><i>m.0] Rings</i></b>
  作者：Soong-Hoon Kim、William J. Zuercher、Ned B. Bowden、Robert H. Grubbs

  DOI：10.1021/jo951648a

  日期：1996.1.1

  Ruthenium carbene 1 (Cl-2(PCy(3))(2)Ru=CHCH=CPh(2)) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.O] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X=H, alkyls, Ph, CO(2)Me, SnBu(3), TMS, Cl, Pr, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.