2,6-Dimethyl-nona-1,8-dien-5-ol | 461663-30-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-Dimethyl-nona-1,8-dien-5-ol
• 英文别名: 2,6-Dimethylnona-1,8-dien-5-ol
• CAS: 461663-30-9
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: VMOATVKQVYJTRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-nona-1,8-dien-5-ol 在 Grubbs catalyst first generation 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (2,5-Dimethyl-cyclohept-4-enyloxy)-triethyl-silane
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Liverwort Diterpenes, (−)-13(15)E,16E-3β,4β-Epoxy-18-hydroxysphenoloba-13(15),16-diene and (−)-13(15)Z,16E-3β,4β-Epoxy-18-hydroxysphenoloba-13(15),16-diene, by Use of the Ring Closing Metathesis Reaction Applied to Seven-Membered Carbocycles with a Trisubstituted Double Bond

  摘要：

  Seven-membered cyclic compounds possessing trisubstituted double bonds have been effectively constructed employing the Grubbs catalyst to effect olefin metathesis. The keto ester does not undergo cyclization; however, alcohols protected by the silyl groups smoothly cyclized into seven-membered compounds. The product was successfully converted to (-)-13(15)E,16E-3P,4P-epoxy18-hydroxysphenoloba-13(15),16-diene and (-)-13(15)Z,16E-3beta,4beta-epoxy-18-hydroxysphenoloba-13(15),16-diene, liverwort diterpenes isolated from Anastrophyllum auritum to establish the absolute configuration.

  DOI：

  10.1021/jo020287d
• 作为产物：
  描述：

  ethyl 2-allyl-6-methyl-3-oxo-6-heptenoate 在 sodium tetrahydroborate 、 水 、 sodium hydride 、 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 3.5h， 生成 2,6-Dimethyl-nona-1,8-dien-5-ol
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Liverwort Diterpenes, (−)-13(15)E,16E-3β,4β-Epoxy-18-hydroxysphenoloba-13(15),16-diene and (−)-13(15)Z,16E-3β,4β-Epoxy-18-hydroxysphenoloba-13(15),16-diene, by Use of the Ring Closing Metathesis Reaction Applied to Seven-Membered Carbocycles with a Trisubstituted Double Bond

  摘要：

  Seven-membered cyclic compounds possessing trisubstituted double bonds have been effectively constructed employing the Grubbs catalyst to effect olefin metathesis. The keto ester does not undergo cyclization; however, alcohols protected by the silyl groups smoothly cyclized into seven-membered compounds. The product was successfully converted to (-)-13(15)E,16E-3P,4P-epoxy18-hydroxysphenoloba-13(15),16-diene and (-)-13(15)Z,16E-3beta,4beta-epoxy-18-hydroxysphenoloba-13(15),16-diene, liverwort diterpenes isolated from Anastrophyllum auritum to establish the absolute configuration.

  DOI：

  10.1021/jo020287d

文献信息

• Total Synthesis and Absolute Configuration of Liverwort Diterpenes, (−)-13(15)<i>E</i>,16<i>E</i>-3β,4β-Epoxy-18-hydroxysphenoloba-13(15),16-diene and (−)-13(15)<i>Z</i>,16<i>E</i>-3β,4β-Epoxy-18-hydroxysphenoloba-13(15),16-diene, by Use of the Ring Closing Metathesis Reaction Applied to Seven-Membered Carbocycles with a Trisubstituted Double Bond
  作者：Katsuyuki Nakashima、Kosuke Inoue、Masakazu Sono、Motoo Tori

  DOI：10.1021/jo020287d

  日期：2002.8.1

  Seven-membered cyclic compounds possessing trisubstituted double bonds have been effectively constructed employing the Grubbs catalyst to effect olefin metathesis. The keto ester does not undergo cyclization; however, alcohols protected by the silyl groups smoothly cyclized into seven-membered compounds. The product was successfully converted to (-)-13(15)E,16E-3P,4P-epoxy18-hydroxysphenoloba-13(15),16-diene and (-)-13(15)Z,16E-3beta,4beta-epoxy-18-hydroxysphenoloba-13(15),16-diene, liverwort diterpenes isolated from Anastrophyllum auritum to establish the absolute configuration.