(S)-3-Methyl-oct-1-en-6-yne | 142021-37-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (S)-3-Methyl-oct-1-en-6-yne
• 英文别名: (3S)-3-methyloct-1-en-6-yne
• CAS: 142021-37-2
• 化学式: C₉H₁₄
• 分子量: 122.21
• InChiKey: AKUWFYHTOPRVNC-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  (S)-3-Methyl-oct-1-en-6-yne 生成 (2R,3S)-1-Eth-(E)-ylidene-2,3-dimethyl-cyclopentane
  参考文献：
  名称：

  Diastereoselective zirconocene-promoted bicyclization-carbonylation of allylically methyl-substituted enynes. Synthesis of (+)-iridomyrmecin

  摘要：

  Allylically methyl-substituted 1,6-heptenynes, such as 3-methyl-1,6-octenyne, can be diastereoselectively converted to the corresponding bicyclic ketones, such as (5R,6S)-2,6-dimethylbicyclo[3.3.0]oct-1-en-3-one readily convertible to (+)-iridomyrmecin, the observed diastereomeric excesses of the bicyclization reaction being > 90%.

  DOI：

  10.1016/s0040-4039(00)91669-1
• 作为产物：
  描述：

  (S)-(+)-dihydromyrcene 在 正丁基锂 作用下， 生成 (S)-3-Methyl-oct-1-en-6-yne
  参考文献：
  名称：

  Diastereoselective zirconocene-promoted bicyclization-carbonylation of allylically methyl-substituted enynes. Synthesis of (+)-iridomyrmecin

  摘要：

  Allylically methyl-substituted 1,6-heptenynes, such as 3-methyl-1,6-octenyne, can be diastereoselectively converted to the corresponding bicyclic ketones, such as (5R,6S)-2,6-dimethylbicyclo[3.3.0]oct-1-en-3-one readily convertible to (+)-iridomyrmecin, the observed diastereomeric excesses of the bicyclization reaction being > 90%.

  DOI：

  10.1016/s0040-4039(00)91669-1

文献信息

• Diastereoselective zirconocene-promoted bicyclization-carbonylation of allylically methyl-substituted enynes. Synthesis of (+)-iridomyrmecin
  作者：Gilbert Agnel、Zbyslaw Owczarczyk、Ei-ichi Negishi

  DOI：10.1016/s0040-4039(00)91669-1

  日期：1992.3

  Allylically methyl-substituted 1,6-heptenynes, such as 3-methyl-1,6-octenyne, can be diastereoselectively converted to the corresponding bicyclic ketones, such as (5R,6S)-2,6-dimethylbicyclo[3.3.0]oct-1-en-3-one readily convertible to (+)-iridomyrmecin, the observed diastereomeric excesses of the bicyclization reaction being > 90%.