trimethyl[(E)-6-(trimethylsilyl)-hex-3-ene-1,5-diynyl]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: trimethyl[(E)-6-(trimethylsilyl)-hex-3-ene-1,5-diynyl]silane
• 英文别名: 1,6--hex-3-ene-1,5-diyne；Trimethyl(6-trimethylsilylhex-3-en-1,5-diynyl)silane
• 化学式: C₁₂H₂₀Si₂
• 分子量: 220.462
• InChiKey: AIXQKVZCTRWEGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (3-chloro-1-propynyl)trimethylsilane 在 正丁基锂 作用下， 以 乙醚 为溶剂， 生成 trimethyl[(E)-6-(trimethylsilyl)-hex-3-ene-1,5-diynyl]silane
  参考文献：
  名称：

  Metalation of 3-trimethylsilyl propargyl chloride: A stereoselective access to trans-propargylic oxiranes

  摘要：

  The metalation of 3-trimethylsilyl-1-chloroprop-2-yne and the subsequent reaction with aldehydes affords stereospecifically anti-chlorohydrins which give after treatment with potassium fluoride and NaOH propargylic epoxides with good to excellent yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)80023-3

文献信息

• Cyclic conjugated enediynes via elimination of a thionocarbonate in a latent Z-hex-3-ene-1,5-diyne unit
  作者：M.F. Semmelhack、James Gallagher

  DOI：10.1016/s0040-4039(00)60507-5

  日期：1993.6

  The common sugar dulcitol is transformed into a hex- 1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.
• Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide
  作者：A. V. Martynov、N. A. Makhaeva、M. V. Musalov、S. V. Amosova

  DOI：10.1134/s1070428021110117

  日期：2021.11
• A mild and efficient route to the pharmacophore of the enediyne antitumor agents - (Z)-1,6-[bis (trimethylsilyl)-hex-3-ene-1,5-diyne via a novel carbenoid coupling reaction
  作者：Robert S. Huber、Graham B. Jones

  DOI：10.1016/s0040-4039(00)76998-x

  日期：1994.4

  (Z)-1,6-[Bis (trimethylsilyl)] -hex-3-ene-1,5-diyne has been prepared in high yield and in one pot from trimethylsilylpropargyl bromide by a remarkably stereoselective tandem carbenoid coupling-HX elimination sequence.
• Metalation of 3-trimethylsilyl propargyl chloride: A stereoselective access to trans-propargylic oxiranes
  作者：Fabrice Chemla、Nicolas Bernard、Jean F. Normant

  DOI：10.1016/s0040-4039(98)80023-3

  日期：1999.1

  The metalation of 3-trimethylsilyl-1-chloroprop-2-yne and the subsequent reaction with aldehydes affords stereospecifically anti-chlorohydrins which give after treatment with potassium fluoride and NaOH propargylic epoxides with good to excellent yields. (C) 1998 Elsevier Science Ltd. All rights reserved.