(E)-4-pentyl-1,4-decadien-3-ol | 138924-62-6

• 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: (E)-4-pentyl-1,4-decadien-3-ol
• 英文别名: (4E)-4-pentyldeca-1,4-dien-3-ol
• CAS: 138924-62-6
• 化学式: C₁₅H₂₈O
• 分子量: 224.387
• InChiKey: ZGJZGNANCSAZSC-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-十二炔 、 丙烯醛 生成 (E)-4-pentyl-1,4-decadien-3-ol
  参考文献：
  名称：

  Reactions between tantalum- or niobium-alkyne complexes and carbonyl compounds

  摘要：

  A variety of tantalum-alkyne complexes are generated in situ by treatment of alkynes with low-valent tantalum derived from TaCl5 and zinc. These complexes add regioselectively to carbonyl compounds in a one-to-one fashion to yield (E)-allylic alcohols stereoselectively. Iodinolysis of the oxatantalacyclopentene, which is postulated as an intermediate of the reaction, gives a (Z)-3-iodo-2-propen-1-ol derivation. In contrast to tantalum-alkyne complexes, niobium-alkyne complexes, prepared with low-valent niobium derived from NbCl5 and zinc, add in situ to aldehydes in a one-to-two fashion to give 1,3-diene derivatives. The dienes are produced through (i) addition of the alkyne complexes with 2 equiv of aldehydes at cis vicinal positions of the alkenes and (ii) deoxygenative elimination of 2,7-dioxanioba-4-cycloheptene complexes.

  DOI：

  10.1021/jo00033a015

文献信息

• Reactions between tantalum- or niobium-alkyne complexes and carbonyl compounds
  作者：Yasutaka Kataoka、Jiro Miyai、Koichiro Oshima、Kazuhiko Takai、Kiitiro Utimoto

  DOI：10.1021/jo00033a015

  日期：1992.3

  A variety of tantalum-alkyne complexes are generated in situ by treatment of alkynes with low-valent tantalum derived from TaCl5 and zinc. These complexes add regioselectively to carbonyl compounds in a one-to-one fashion to yield (E)-allylic alcohols stereoselectively. Iodinolysis of the oxatantalacyclopentene, which is postulated as an intermediate of the reaction, gives a (Z)-3-iodo-2-propen-1-ol derivation. In contrast to tantalum-alkyne complexes, niobium-alkyne complexes, prepared with low-valent niobium derived from NbCl5 and zinc, add in situ to aldehydes in a one-to-two fashion to give 1,3-diene derivatives. The dienes are produced through (i) addition of the alkyne complexes with 2 equiv of aldehydes at cis vicinal positions of the alkenes and (ii) deoxygenative elimination of 2,7-dioxanioba-4-cycloheptene complexes.