(chlorolithiomethyl)dimethylphenylsilane | 71864-24-9

• 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: (chlorolithiomethyl)dimethylphenylsilane
• CAS: 71864-24-9
• 化学式: C₉H₁₂ClLiSi
• 分子量: 190.674
• InChiKey: SPXSUKYDERDXSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (chlorolithiomethyl)dimethylphenylsilane 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 14.0h， 生成 1-chloro-1-[(dimethyl)phenylsilyl]hexan-2-yl acetate
  参考文献：
  名称：

  Synthesis of (Z)-Vinylsilanes with High Diastereoselectivity by Using Samarium Diiodide

  摘要：

  [GRAPHICS]Beta-Elimination of O-acetyl 1-chloro-1-trimethylsilylalkan-2-ols 1 was achieved by using samarium diiodide as a metaling reagent and afforded the corresponding (Z)-vinylsilanes with high stereoselectivity. The starting compounds 1 were easily prepared by treatment of different aldehydes with (chlorolithiomethyl)trimethylsilane and further acetylation.

  DOI：

  10.1021/ol015601p

文献信息

• Novel 1,2-migration reactions of organometals containing aluminum, zinc, and other main-group metals with .alpha.-haloorganolithiums
  作者：Eiichi. Negishi、Kazunari. Akiyoshi

  DOI：10.1021/ja00210a081

  日期：1988.1
• Migratory insertion reactions of organometallics. 3. Carbon-carbon bond forming reactions of organotransition metals with .alpha.- or .gamma.-haloorganolithium reagents
  作者：Eiichi Negishi、Kazunari Akiyoshi、Brian O'Connor、Kentaro Takagi、Guangzhong Wu

  DOI：10.1021/ja00190a067

  日期：1989.4
• NEGISHI, EI-ICHI;AKIYOSHI, KAZUNARI, J. AMER. CHEM. SOC., 110,(1988) N 2, 646-647
  作者：NEGISHI, EI-ICHI、AKIYOSHI, KAZUNARI

  DOI：——

  日期：——
• Synthesis of (<i>Z</i>)-Vinylsilanes with High Diastereoselectivity by Using Samarium Diiodide
  作者：José M. Concellón、Pablo L. Bernad、Eva Bardales

  DOI：10.1021/ol015601p

  日期：2001.3.1

  [GRAPHICS]Beta-Elimination of O-acetyl 1-chloro-1-trimethylsilylalkan-2-ols 1 was achieved by using samarium diiodide as a metaling reagent and afforded the corresponding (Z)-vinylsilanes with high stereoselectivity. The starting compounds 1 were easily prepared by treatment of different aldehydes with (chlorolithiomethyl)trimethylsilane and further acetylation.