1-(2,4-dimethoxy-6-((E)-3-(trimethylsilyl)allyl)phenyl)piperidine | 1075184-48-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(2,4-dimethoxy-6-((E)-3-(trimethylsilyl)allyl)phenyl)piperidine
• 英文别名: 1-(2,4-Dimethoxy-6-((E)-3-(trimethylsilyl)allyl)phenyl)piperidine；[(E)-3-(3,5-dimethoxy-2-piperidin-1-ylphenyl)prop-1-enyl]-trimethylsilane
• CAS: 1075184-48-3
• 化学式: C₁₉H₃₁NO₂Si
• 分子量: 333.546
• InChiKey: URFCVMJEQQKGLH-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-Iodo-3,5-dimethoxyphenyl trifluoromethanesulfonate 、 苯甲酸哌啶-1-基酯 、 烯丙基三甲基硅烷 在 仲丁基锂 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以70%的产率得到1-(2,4-dimethoxy-6-((E)-3-(trimethylsilyl)allyl)phenyl)piperidine
  参考文献：
  名称：

  Carbocupration−Functionalization of Arynes: Rapid Access to Variably Ortho-Substituted ((E)-3-Phenylprop-1-enyl)silanes

  摘要：

  A consecutive three-component coupling reaction involving a lithium di[3-(prop-1-enyltrimethylsilyl)]cuprate, variably substituted ortho-arynes, and a selection of common electrophiles is described. The method affords readily functionalized homobenzylic vinylsilanes with exceptional E-diastereoselectivity and allows for in situ incorporation of carbon- or heteroatom-based electrophiles into the arene.

  DOI：

  10.1021/ol8021885

文献信息

• Carbocupration−Functionalization of Arynes: Rapid Access to Variably Ortho-Substituted ((<i>E</i>)-3-Phenylprop-1-enyl)silanes
  作者：Ashok Ganta、Timothy S. Snowden

  DOI：10.1021/ol8021885

  日期：2008.11.20

  A consecutive three-component coupling reaction involving a lithium di[3-(prop-1-enyltrimethylsilyl)]cuprate, variably substituted ortho-arynes, and a selection of common electrophiles is described. The method affords readily functionalized homobenzylic vinylsilanes with exceptional E-diastereoselectivity and allows for in situ incorporation of carbon- or heteroatom-based electrophiles into the arene.