4-methylhept-6-ene-1,4-diol

• 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-methylhept-6-ene-1,4-diol
• 英文别名: 4-Methylhept-6-ene-1,4-diol
• 化学式: C₈H₁₆O₂
• 分子量: 144.214
• InChiKey: GDTDNYDIBQNEMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-(烯丙氧基)-2-戊酮 在 六甲基磷酰三胺 、 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到4-methylhept-6-ene-1,4-diol
  参考文献：
  名称：

  Synthesis of Substituted Cyclooctanols by a Samarium(II) Iodide Promoted 8-Endo Radical Cyclization Process

  摘要：

  Samarium(II) iodide (SmI2) has been employed to promote an efficient 8-endo radical cyclization reaction of a variety of substituted olefinic ketones. Various substituted monocyclic, fused bicyclic, and bridged bicyclic cyclooctanols have been synthesized in fair to excellent yield via this protocol. In addition to delineating the synthetic potential of this reaction, experiments have been conducted to determine the source of reduced, noncyclized byproducts present in this and related SmI2-mediated reactions performed under protic conditions.

  DOI：

  10.1021/jo00090a041

文献信息

• Chiral Synthesis of Furanosesquiterpene, (+)-Ipomeamarone
  作者：Keizo Matsuo、Takahiko Arase、Shigetoshi Ishida、Yusuke Sakaguchi

  DOI：10.3987/com-96-7463

  日期：——

  (+/-)-Ipomeamarone, a furanosesquiterpene isolated from mold-damaged sweet potato (Ipomea batatas) as one of the phytoalexins, was synthesized starting from (S)-lactic acid as chiral source using Seebach's chiral self-reproduction method.

  (±)- Ipomeamarone是一种从霉变红薯（Ipomea batatas）中分离出的呋喃倍半萜类化合物，作为植物抗生素之一而被发现。该化合物以(S)-乳酸作为手性源，利用Seebach的手性自复制方法进行合成。
• Tin Mediated Allylation Reactions of Enol Ethers in Water
  作者：Mei-Huey Lin、Shiang-Fu Hung、Long-Zhi Lin、Wen-Shing Tsai、Tsung-Hsun Chuang

  DOI：10.1021/ol102825t

  日期：2011.1.21

  Under tin-mediated Barbier-type reaction conditions, hydration of enol ethers takes place to form aldehydes that undergo allylation reactions. By using this process, various homoallylic alcohols and 2-halohomoallylic alcohols are produced in good to excellent yields.