(R,E)-(3-vinylnon-1-en-1-yl)benzene | 1380239-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R,E)-(3-vinylnon-1-en-1-yl)benzene
• 英文别名: [(E,3R)-3-ethenylnon-1-enyl]benzene
• CAS: 1380239-97-3
• 化学式: C₁₇H₂₄
• 分子量: 228.378
• InChiKey: IUKTWOLCISUOTP-IYOXOMEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  正辛醛 在 正丁基锂 、 (2R,5R)-2-tert-butyl-3-methyl-5-phenyl-4-imidazolidinone trifluoroacetic acid salt 、 sodium carbonate 、 copper(I) bromide 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 生成 (R,E)-(3-vinylnon-1-en-1-yl)benzene
  参考文献：
  名称：

  Enantioselective α-Vinylation of Aldehydes via the Synergistic Combination of Copper and Amine Catalysis

  摘要：

  The enantioselective alpha-vinylation of aldehydes using vinyl iodonium triflate salts has been accomplished via the synergistic combination of copper and chiral amine catalysis. These mild catalytic conditions provide a direct route for the enantioselective construction of enolizable alpha-formyl vinylic stereocenters without racemization or olefin transposition. These high-value coupling adducts are readily converted into a variety of useful olefin synthons.

  DOI：

  10.1021/ja303116v

文献信息

• Enantioselective α-Vinylation of Aldehydes via the Synergistic Combination of Copper and Amine Catalysis
  作者：Eduardas Skucas、David W. C. MacMillan

  DOI：10.1021/ja303116v

  日期：2012.6.6

  The enantioselective alpha-vinylation of aldehydes using vinyl iodonium triflate salts has been accomplished via the synergistic combination of copper and chiral amine catalysis. These mild catalytic conditions provide a direct route for the enantioselective construction of enolizable alpha-formyl vinylic stereocenters without racemization or olefin transposition. These high-value coupling adducts are readily converted into a variety of useful olefin synthons.