8-(Trimethylsilyl)-6-methyl-1-octen-7-yne

• 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: 8-(Trimethylsilyl)-6-methyl-1-octen-7-yne
• 英文别名: Trimethyl(3-methyloct-7-en-1-ynyl)silane
• 化学式: C₁₂H₂₂Si
• 分子量: 194.392
• InChiKey: HCXUYSIMDBBDNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  8-(Trimethylsilyl)-6-methyl-1-octen-7-yne 在 盐酸 、 仲丁基锂 、 zinc dibromide 作用下， 生成 (1S*,2R*)-2-Methyl-1-methyl-1-<(trimethylsilyl)ethynyl>cyclopentane
  参考文献：
  名称：

  Intramolecular Metallo-Ene-Allene Reactions. A New Carbocycles Synthesis

  摘要：

  Polysubstituted enynes have been lithiated on the propargylic position, and transmetalation to the corresponding zinc reagents promotes an easy cyclization reaction leading to polysubstituted cyclopentylmethylzinc derivatives. This cyclization is stereospecific, and a single diastereoisomer is formed, even when a tertiary and a quaternary center are linked in the process. The reaction is considered to take place via a metallo-ene-allene process.

  DOI：

  10.1021/jo00109a017
• 作为产物：
  描述：

  三甲基氯硅烷 、 1-丁炔 、 5-溴-1-戊烯 生成 8-(Trimethylsilyl)-6-methyl-1-octen-7-yne
  参考文献：
  名称：

  Intramolecular Metallo-Ene-Allene Reactions. A New Carbocycles Synthesis

  摘要：

  Polysubstituted enynes have been lithiated on the propargylic position, and transmetalation to the corresponding zinc reagents promotes an easy cyclization reaction leading to polysubstituted cyclopentylmethylzinc derivatives. This cyclization is stereospecific, and a single diastereoisomer is formed, even when a tertiary and a quaternary center are linked in the process. The reaction is considered to take place via a metallo-ene-allene process.

  DOI：

  10.1021/jo00109a017

文献信息

• Intramolecular Metallo-Ene-Allene Reactions. A New Carbocycles Synthesis
  作者：Christophe Meyer、Ilane Marek、Gilles Courtemanche、Jean-F. Normant

  DOI：10.1021/jo00109a017

  日期：1995.2

  Polysubstituted enynes have been lithiated on the propargylic position, and transmetalation to the corresponding zinc reagents promotes an easy cyclization reaction leading to polysubstituted cyclopentylmethylzinc derivatives. This cyclization is stereospecific, and a single diastereoisomer is formed, even when a tertiary and a quaternary center are linked in the process. The reaction is considered to take place via a metallo-ene-allene process.