(2E,4S)-4-ethyldec-2-enal | 1277183-37-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2E,4S)-4-ethyldec-2-enal
• 英文别名: (E,4S)-4-ethyldec-2-enal
• CAS: 1277183-37-5
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: QIUKIQKKYILOPD-OANVXVOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E,4S)-4-ethyldec-2-enal 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  A Stereoselective Approach to γ-Functionalized Carbonyls Exploiting the Cu-Promoted S_N2′ Reaction

  摘要：

  While several efficient processes exist to effect the stereoselective creation of carbon-carbon bonds in the alpha- and beta-position of carbonyls, functionalization of the gamma-position is much more challenging. We disclose an alternative methodology exploiting the Cu-promoted S(N)2' reaction to achieve the addition of various nucleophiles upon the allylic lactones 5a-d which lead to the generation of the desired y-functionalized alpha,beta-unsaturated aldehydes 6 following in situ hydrolysis.

  DOI：

  10.1021/jo102213d
• 作为产物：
  描述：

  ({2-[(1S,2R,4R)-2-Hydroxy-4-methylcyclohexyl]propan-2-yl}amino)acetic acid 在 copper(I) bromide dimethylsulfide complex 、 二甲基硫 、 四甲基乙二胺 、 氢气 、 nickel(II) acetate tetrahydrate 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 、 mineral oil 为溶剂， 反应 1.5h， 生成 (2E,4S)-4-ethyldec-2-enal
  参考文献：
  名称：

  A Stereoselective Approach to γ-Functionalized Carbonyls Exploiting the Cu-Promoted S_N2′ Reaction

  摘要：

  While several efficient processes exist to effect the stereoselective creation of carbon-carbon bonds in the alpha- and beta-position of carbonyls, functionalization of the gamma-position is much more challenging. We disclose an alternative methodology exploiting the Cu-promoted S(N)2' reaction to achieve the addition of various nucleophiles upon the allylic lactones 5a-d which lead to the generation of the desired y-functionalized alpha,beta-unsaturated aldehydes 6 following in situ hydrolysis.

  DOI：

  10.1021/jo102213d

文献信息

• A Stereoselective Approach to γ-Functionalized Carbonyls Exploiting the Cu-Promoted S_N2′ Reaction
  作者：Eric Bond、Anne-Marie Beausoleil、Jennifer Howell、Alicia Wong、Joël Robichaud

  DOI：10.1021/jo102213d

  日期：2011.4.15

  While several efficient processes exist to effect the stereoselective creation of carbon-carbon bonds in the alpha- and beta-position of carbonyls, functionalization of the gamma-position is much more challenging. We disclose an alternative methodology exploiting the Cu-promoted S(N)2' reaction to achieve the addition of various nucleophiles upon the allylic lactones 5a-d which lead to the generation of the desired y-functionalized alpha,beta-unsaturated aldehydes 6 following in situ hydrolysis.