(Z)-9-triethylsilyl-6-nonen-8-ynyl benzoate | 1037304-71-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-9-triethylsilyl-6-nonen-8-ynyl benzoate
• 英文别名: [(Z)-9-triethylsilylnon-6-en-8-ynyl] benzoate
• CAS: 1037304-71-4
• 化学式: C₂₂H₃₂O₂Si
• 分子量: 356.58
• InChiKey: LLLZMTLRIVZSAT-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3-triethylsilyl-2-propynyl)triphenylphosphonium bromide 、 6-oxohexyl benzoate 在 三甲基镓 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 (Z)-9-triethylsilyl-6-nonen-8-ynyl benzoate 、 (E)-9-triethylsilyl-6-nonen-8-ynyl benzoate
  参考文献：
  名称：

  (Z)-Selective Wittig and Corey–Chaykovsky reactions of propargyl ylides using trialkylgallium bases

  摘要：

  Trialkylgalliums deprotonated propargylphosphonium salts and propargylsulfonium salts to form propargyl ylides. The resulted organogallium intermediates underwent the Wittig reaction and the Corey-Chaykovsky reaction with aldehydes giving (Z)-enynes and (Z)-epoxides predominantly. The use of an appropriate trialkylgallium is essential for the stereoselectivity. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.086

文献信息

• (Z)-Selective Wittig and Corey–Chaykovsky reactions of propargyl ylides using trialkylgallium bases
  作者：Yoshio Nishimura、Takao Shiraishi、Masahiko Yamaguchi

  DOI：10.1016/j.tetlet.2008.03.086

  日期：2008.5

  Trialkylgalliums deprotonated propargylphosphonium salts and propargylsulfonium salts to form propargyl ylides. The resulted organogallium intermediates underwent the Wittig reaction and the Corey-Chaykovsky reaction with aldehydes giving (Z)-enynes and (Z)-epoxides predominantly. The use of an appropriate trialkylgallium is essential for the stereoselectivity. (c) 2008 Elsevier Ltd. All rights reserved.