6-phenoxy-5-(2-phenoxyethoxy)-1-hexene | 182416-71-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-phenoxy-5-(2-phenoxyethoxy)-1-hexene
• 英文别名: 2-(2-Phenoxyethoxy)hex-5-enoxybenzene
• CAS: 182416-71-3
• 化学式: C₂₀H₂₄O₃
• 分子量: 312.409
• InChiKey: LIPGZNDZXMQZJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-phenoxy-5-(2-phenoxyethoxy)-1-hexene 在 sodium hydroxide 、 sodium hydride 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 11.17h， 生成 Methyl 2-benzoyl-5-phenoxy-4-(2-phenoxyethoxy)pentanoate
  参考文献：
  名称：

  Diastereoselective Rh-Mediated Construction of 2,3,5-Trisubstituted Tetrahydrofurans

  摘要：

  Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.

  DOI：

  10.1021/jo960758u
• 作为产物：
  描述：

  苯基缩水甘油醚 在 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 paraffin 为溶剂， 反应 8.0h， 生成 6-phenoxy-5-(2-phenoxyethoxy)-1-hexene
  参考文献：
  名称：

  Diastereoselective Rh-Mediated Construction of 2,3,5-Trisubstituted Tetrahydrofurans

  摘要：

  Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.

  DOI：

  10.1021/jo960758u

文献信息

• Diastereoselective Rh-Mediated Construction of 2,3,5-Trisubstituted Tetrahydrofurans
  作者：Douglass F. Taber、Ying Song

  DOI：10.1021/jo960758u

  日期：1996.1.1

  Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.