3-((Trimethylsilyl)oxy)-3(E)-nonene | 101043-85-0

• 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-((Trimethylsilyl)oxy)-3(E)-nonene
• 英文别名: trimethyl-[(E)-non-3-en-3-yl]oxysilane
• CAS: 101043-85-0
• 化学式: C₁₂H₂₆OSi
• 分子量: 214.423
• InChiKey: ISIHCJSASQDYNB-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-Trimethylsilanyl-nonan-3-one 生成 3-((Trimethylsilyl)oxy)-3(E)-nonene
  参考文献：
  名称：

  MATSUDA, ISAMU;SATO, SUSUMU;HATTORI, MOTOAKI;IZUMI, YUSUKE, TETRAHEDRON LETT., 1985, 26, N 27, 3215-3218

  摘要：

  DOI：

文献信息

• Regio- and stereodefined synthesis of trimethylsilyl enol ethers resulted from the isomerization of α-trimethylsilyl ketones
  作者：Isamu Matsuda、Susumu Sato、Motoaki Hattori、Yusuke Izumi

  DOI：10.1016/s0040-4039(00)98155-3

  日期：1985.1

  The isomerization of an α-trimethylsilyl ketone is lead to the corresponding trimethylsilyl enol ether with the enhanced regioselectivity by heating or by the assist of trimethylsilyl trifluoromethanesulfonate. The thermal reaction discloses a new regiodefined (E)-selective route to silyl enol ethers.

  通过加热或借助于三甲基甲硅烷基三氟甲磺酸酯，α-三甲基甲硅烷基酮的异构化导致相应的三甲基甲硅烷基烯醇醚具有提高的区域选择性。该热反应公开了一种新的对甲硅烷基烯醇醚的区域确定的（E）-选择性路线。
• Iodotrimethylsilane-promoted additions of monoorganocopper compounds to .alpha.,.beta.-unsaturated ketones, esters, and lactones
  作者：Mikael Bergdahl、Magnus Eriksson、Martin Nilsson、Thomas Olsson

  DOI：10.1021/jo00077a055

  日期：1993.12

  Conjugate additions with the efficient monoorganocopper-iodotrimethylsilane combination, exemplified plified mainly with methylcopper, butylcopper, and tert-butylcopper, proceed cleanly, smoothly, and rapidly to a variety of alpha,beta-unsaturated carbonyl compounds; cyclic and acyclic enones, beta-alkoxy enones, enoates and lactones in ether, THF, and dichloromethane, often at -78-degrees-C. The RCu-(LiI)-TMSI reagent gives a good economy of group transfer with good to excellent yields of conjugate adducts. Lithium iodide, present from preparation of the organocopper compounds, increases the rate of the reactions and is a favorable component. Additions are faster, but somewhat less selective, in THF than in ether. Careful workup after addition of triethylamine or pyridine at low temperature permits isolation of TMS enol ethers and TMS ketene acetals. Acyclic enones preferentially give the Z-silyl enol ethers. The RCu(LiI)-TMSI system is a most useful alternative to the conventional lithium diorganocuprates in conjugate additions.
• MATSUDA, ISAMU;SATO, SUSUMU;HATTORI, MOTOAKI;IZUMI, YUSUKE, TETRAHEDRON LETT., 1985, 26, N 27, 3215-3218
  作者：MATSUDA, ISAMU、SATO, SUSUMU、HATTORI, MOTOAKI、IZUMI, YUSUKE

  DOI：——

  日期：——