(4E)-trimethyl-non-4-en-1-ynyl-silane

• 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: (4E)-trimethyl-non-4-en-1-ynyl-silane
• 英文别名: trimethyl-[(E)-non-4-en-1-ynyl]silane
• 化学式: C₁₂H₂₂Si
• 分子量: 194.392
• InChiKey: ONRIOBLFIFHGMX-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 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

• 作为产物：
  描述：

  1-(三甲基硅基)丙炔 、 反-1-碘己烯 在 正丁基锂 、 四甲基乙二胺 、 copper(l) iodide 、 三丁基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以38%的产率得到(4E)-trimethyl-non-4-en-1-ynyl-silane
  参考文献：
  名称：

  Synthesis of skipped enynes via phosphine-promoted couplings of propargylcopper reagents

  摘要：

  An electron-rich phosphine additive is critical and sufficient for propargyl-selective couplings of propargylcopper reagents and alkenyl halides. This method is complementary to those previously described, in which high allenyl selectivity is observed in analogous coupling reactions. While the basis of the phosphine effect requires further investigation, the information gained in these studies enables the synthesis of complex molecules by way of skipped enyne intermediates. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.04.002

文献信息

• Synthesis of skipped enynes via phosphine-promoted couplings of propargylcopper reagents
  作者：Timothy P Heffron、James D Trenkle、Timothy F Jamison

  DOI：10.1016/j.tet.2003.04.002

  日期：2003.11

  An electron-rich phosphine additive is critical and sufficient for propargyl-selective couplings of propargylcopper reagents and alkenyl halides. This method is complementary to those previously described, in which high allenyl selectivity is observed in analogous coupling reactions. While the basis of the phosphine effect requires further investigation, the information gained in these studies enables the synthesis of complex molecules by way of skipped enyne intermediates. (C) 2003 Elsevier Ltd. All rights reserved.