(2Z,8E)-dimethyl deca-2,8-dienedioate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2Z,8E)-dimethyl deca-2,8-dienedioate
• 英文别名: dimethyl (2Z,8E)-deca-2,8-dienedioate
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: OXOSPEDXQIXGNW-FKJILZIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2Z,8E)-dimethyl deca-2,8-dienedioate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.83h， 以92%的产率得到(2Z,8E)-deca-2,8-diene-1,10-diol
  参考文献：
  名称：

  One-Pot Oxidation/Isomerization of Z-Allylic Alcohols with Oxygen as Stoichiometric Oxidant

  摘要：

  A method for generating (E)-alpha,beta-unsaturated aldehydes from Z-allylic alcohols or E/Z-mixtures is described. The one-pot procedure involves a Cu-catalyzed oxidation followed by an organocatalytic DE-isomerization with N,N-dimethylaminopyridine (DMAP).

  DOI：

  10.1021/ol302420k
• 作为产物：
  描述：

  trans-1,2-cyclohexandiol 、 甲氧羰基亚甲基三苯基正膦 在 sodium periodate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 19.08h， 以98%的产率得到(2Z,8E)-dimethyl deca-2,8-dienedioate
  参考文献：
  名称：

  One-Pot Oxidation/Isomerization of Z-Allylic Alcohols with Oxygen as Stoichiometric Oxidant

  摘要：

  A method for generating (E)-alpha,beta-unsaturated aldehydes from Z-allylic alcohols or E/Z-mixtures is described. The one-pot procedure involves a Cu-catalyzed oxidation followed by an organocatalytic DE-isomerization with N,N-dimethylaminopyridine (DMAP).

  DOI：

  10.1021/ol302420k

文献信息

• Samarium(II) iodide-induced tandem reductive coupling-Dieckmann condensation reaction: one-step synthesis of bicyclic oxacyclopentanecarboxylate from bis-α,β-unsaturated esters
  作者：Ikuo Shinohara、Masayuki Okue、Yasuji Yamada、Hiroto Nagaoka

  DOI：10.1016/s0040-4039(03)01093-1

  日期：2003.6

  The tandem cyclization of bis-α,β-unsaturated esters with SmI2-Sm–THF in the presence of catalytic amount of methanol was found to stereoselectively provide bicyclo[4.3.0]nonan-8-ones and bicyclo[3.3.0]octan-3-ones.

  发现在催化量的甲醇存在下，SmI 2 -Sm-THF与双-α，β-不饱和酯的串联环化可立体选择性地提供双环[4.3.0] nonan-8-one和双环[3.3.0] octan-3-ones。
• One-Pot Oxidation/Isomerization of <i>Z</i>-Allylic Alcohols with Oxygen as Stoichiometric Oxidant
  作者：Daniel Könning、Wolf Hiller、Mathias Christmann

  DOI：10.1021/ol302420k

  日期：2012.10.19

  A method for generating (E)-alpha,beta-unsaturated aldehydes from Z-allylic alcohols or E/Z-mixtures is described. The one-pot procedure involves a Cu-catalyzed oxidation followed by an organocatalytic DE-isomerization with N,N-dimethylaminopyridine (DMAP).