4-Acetyloxy-3-methylbut-2-enoic acid | 155787-89-6

• 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: 4-Acetyloxy-3-methylbut-2-enoic acid
• CAS: 155787-89-6
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: CHRAOTZDMAXDKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Acetyloxy-3-methylbut-2-enoic acid 在 bis(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 、 C₇₈H₆₆N₄O₈P₂ 、 氢气 、 caesium carbonate 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、5.0 MPa 条件下， 反应 12.0h， 以50%的产率得到
  参考文献：
  名称：

  Metathesis for catalyst design: metacatalysis

  摘要：

  Prior studies have shown an effective way to produce diverse ligand sets for catalyst discovery is by using mixtures of monodentate forms to generate catalysts in situ. Research described here was performed to illustrate that alkene-functionalized monodentate ligands could be used in this way and in another that increases the diversity of the ligand library in an interesting way. Specifically, we hypothesized that as well as being used as monomers, these alkenes could be cross metathesized in situ immediately before the catalysis step. This combination of metathesis to form ligands in situ, then catalysis is referred to here as metacatalysis. In the event, a library of quinidine and quinine alkaloid-derived phosphites were tested as mixtures of monomers and dimers formed via metathesis in situ. The data obtained illustrated that metacatalysis can be used to identify ligands that positively and negatively modulate enantioselectivities in iridium-mediated hydrogenations of a,alpha,beta-unsaturated carboxylic acid derivatives, relative to the mixtures of the monomeric forms used. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.040