N-methylpiperidine-3-methyl(phenyl)silylmethane | 849935-88-2

• 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: N-methylpiperidine-3-methyl(phenyl)silylmethane
• 英文别名: 1-Methyl-3-[(methylphenylsilyl)methyl]piperidine；methyl-[(1-methylpiperidin-3-yl)methyl]-phenylsilane
• CAS: 849935-88-2
• 化学式: C₁₄H₂₃NSi
• 分子量: 233.429
• InChiKey: MRGQAYTVTKXLFI-UHFFFAOYSA-N

物化性质

• 沸点：
  305.2±15.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-甲基二烯丙基胺 、 甲基苯基硅烷 在 (pentachlorocyclopentadienyl)2Lu(CH₃)*THF 作用下， 以 环己烷 为溶剂， 反应 1.0h， 以83%的产率得到N-methylpiperidine-3-methyl(phenyl)silylmethane
  参考文献：
  名称：

  Investigations concerning the organolanthanide and group 3 metallocene-catalyzed cyclization–functionalization of nitrogen-containing dienes

  摘要：

  Organolanthanide catalyzed cyclization-silylation of nitrogen-containing polyunsaturated systems allows access to core structures commonly found in naturally occurring alkaloids. Nitrogen-containing dienes with various substitution patterns were investigated. The method was most successful for substrates with terminal alkenes. Cyclization upon pendant 1,1-disubstituted olefins was not realized under various conditions. Interestingly, sterically hindered sulfonamides, which were previously believed to render the catalyst inactive, were actually compatible with the catalyst, thus affording the cyclized products after prolonged reaction times. Variations using fused ring systems were also investigated. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.048