ethyl (E)-5-hydroxy-4-methyl-3-pentenoate

• 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: ethyl (E)-5-hydroxy-4-methyl-3-pentenoate
• 英文别名: ethyl (E)-5-hydroxy-4-methylpent-3-enoate
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: GFOQVKTVBXKYDH-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙醇 、 一氧化碳 、 一氧化异戊二烯 在 Pd₂(C₄H₇)2Cl₂ 马来酸酐 、 N,N-二异丙基乙胺 、 sodium bromide 作用下， 反应 12.0h， 以86%的产率得到ethyl (E)-5-hydroxy-4-methyl-3-pentenoate
  参考文献：
  名称：

  Palladium-catalyzed reactions of alkenyloxiranes with carbon monoxide

  摘要：

  Reaction of alkenyloxiranes with carbon monoxide in the presence of palladium catalysts gives unsaturated esters, beta-lactones, dienes, and allylic alcohols. The selectivity of the reaction depends on the nature of the alkenyloxiranes. Carbonylation products were obtained in the reaction of terminal alkenyloxiranes and alkenyloxiranes having electron-donating substituents, whereas carbonylation scarcely took place in the reaction of alkenyloxiranes having electron-withdrawing groups; dienes and allylic alcohols were produced instead of carbonylation products.

  DOI：

  10.1016/s0040-4039(00)60364-7

文献信息

• Palladium-catalyzed reactions of alkenyloxiranes with carbon monoxide
  作者：Isao Shimizu、Takashi Maruyama、Toshiyuki Makuta、Akio Yamamoto

  DOI：10.1016/s0040-4039(00)60364-7

  日期：1993.3

  Reaction of alkenyloxiranes with carbon monoxide in the presence of palladium catalysts gives unsaturated esters, beta-lactones, dienes, and allylic alcohols. The selectivity of the reaction depends on the nature of the alkenyloxiranes. Carbonylation products were obtained in the reaction of terminal alkenyloxiranes and alkenyloxiranes having electron-donating substituents, whereas carbonylation scarcely took place in the reaction of alkenyloxiranes having electron-withdrawing groups; dienes and allylic alcohols were produced instead of carbonylation products.