2-Propoxyhex-5-enoxybenzene | 182416-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Propoxyhex-5-enoxybenzene
• CAS: 182416-66-6
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: GSNNBPDBAFGGFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Propoxyhex-5-enoxybenzene 在 p-nitrobenzenesulfonyl azide 、 sodium hydroxide 、 辛酸铑 、 sodium hydride 、 臭氧 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 13.83h， 生成 methyl (2R,3R,5R)-2-ethyl-5-(phenoxymethyl)oxolane-3-carboxylate
  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 2-Propoxyhex-5-enoxybenzene
  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.