3,5-dimethoxyoct-7-yn-1-ol | 888938-33-8

• 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: 3,5-dimethoxyoct-7-yn-1-ol
• CAS: 888938-33-8
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: UTESGYWWUUPOHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-dimethoxyoct-7-yn-1-ol 在 sodium tetrachloroaurate(III) 、 三苯基膦氯金 silver hexafluoroantimonate 作用下， 以 二氯甲烷 、 水 为溶剂， 35.0 ℃ 、3.0 Pa 条件下， 反应 8.0h， 生成 trans-1-(3'-methoxytetrahydropyran-2'-yl)propan-2-one
  参考文献：
  名称：

  Gold-Catalyzed Heterocycle Synthesis Using Homopropargylic Ethers as Latent Electrophiles

  摘要：

  Homopropargylic ethers with pendent nucleophiles, when subjected to Au catalysts in aqueous solvent, provide heterocyclic ketones. The reactions are efficient, tolerant of functionality and ambient atmosphere, and operationally simple. Diastereoselectivity can be predicted on the basis of product thermodynamics. This process demonstrates the viability of homopropargylic ethers to serve as latent electrophiles that can be unraveled under highly selective conditions to promote heterocycle formation through nucleophilic additions to alpha,beta-unsaturated ketones.

  DOI：

  10.1021/ol060574u
• 作为产物：
  描述：

  Tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxyhex-5-enoxy]-dimethylsilane 在 2,6-二甲基吡啶 、 盐酸 、 4-二甲氨基吡啶 、 sodium periodate 、 四氧化锇 、 2,6-二叔丁基吡啶 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 生成 3,5-dimethoxyoct-7-yn-1-ol
  参考文献：
  名称：

  Gold-Catalyzed Heterocycle Synthesis Using Homopropargylic Ethers as Latent Electrophiles

  摘要：

  Homopropargylic ethers with pendent nucleophiles, when subjected to Au catalysts in aqueous solvent, provide heterocyclic ketones. The reactions are efficient, tolerant of functionality and ambient atmosphere, and operationally simple. Diastereoselectivity can be predicted on the basis of product thermodynamics. This process demonstrates the viability of homopropargylic ethers to serve as latent electrophiles that can be unraveled under highly selective conditions to promote heterocycle formation through nucleophilic additions to alpha,beta-unsaturated ketones.

  DOI：

  10.1021/ol060574u

文献信息

• Gold-Catalyzed Heterocycle Synthesis Using Homopropargylic Ethers as Latent Electrophiles
  作者：Hyung Hoon Jung、Paul E. Floreancig

  DOI：10.1021/ol060574u

  日期：2006.4.1

  Homopropargylic ethers with pendent nucleophiles, when subjected to Au catalysts in aqueous solvent, provide heterocyclic ketones. The reactions are efficient, tolerant of functionality and ambient atmosphere, and operationally simple. Diastereoselectivity can be predicted on the basis of product thermodynamics. This process demonstrates the viability of homopropargylic ethers to serve as latent electrophiles that can be unraveled under highly selective conditions to promote heterocycle formation through nucleophilic additions to alpha,beta-unsaturated ketones.