(3-triethylsilyl-2-propynyl)dimethylsulfonium bromide | 1037304-61-2

• 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: (3-triethylsilyl-2-propynyl)dimethylsulfonium bromide
• 英文别名: dimethyl(3-(triethylsilyl)prop-2-ynyl)sulfonium bromide；Dimethyl(3-triethylsilylprop-2-ynyl)sulfanium;bromide
• CAS: 1037304-61-2
• 化学式: Br*C₁₁H₂₃SSi
• 分子量: 295.359
• InChiKey: LYGYJGHOKLVMRG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.08
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3-triethylsilyl-2-propynyl)dimethylsulfonium bromide 在 正丁基锂 、 diclazuril 作用下， 以 四氢呋喃 、 重水 为溶剂， 反应 1.17h， 生成
  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

• An efficient and selective synthesis of 2,5-substituted pyrroles by gold-catalysed ring expansion of alkynyl aziridines
  作者：Paul W. Davies、Nicolas Martin

  DOI：10.1016/j.jorganchem.2010.08.040

  日期：2011.1

  A range of substituted alkynyl aziridines undergo a ring expansion to afford 2,5-substituted pyrroles under gold catalysis. While effective conditions can be generated from other gold sources, a combination of Ph3PAuCl and AgOTs generate a catalyst system that provides extremely clean cycloisomerisation reactions requiring minimal work-up and purification. (C) 2010 Elsevier B.V. All rights reserved.
• (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.