Methyl 2-benzoyl-5-phenoxy-4-prop-2-enoxypentanoate | 1026407-03-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 2-benzoyl-5-phenoxy-4-prop-2-enoxypentanoate
• CAS: 1026407-03-3
• 化学式: C₂₂H₂₄O₅
• 分子量: 368.43
• InChiKey: FNCNUKSHBCFKOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-benzoyl-5-phenoxy-4-prop-2-enoxypentanoate 在 p-nitrobenzenesulfonyl azide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 生成 Methyl 2-diazo-5-phenoxy-4-prop-2-enoxypentanoate
  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：

  1-phenoxy-5-hexen-2-ol 在 重铬酸吡啶 、 四丁基碘化铵 、 sodium hydride 、 臭氧 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 paraffin 为溶剂， 反应 40.17h， 生成 Methyl 2-benzoyl-5-phenoxy-4-prop-2-enoxypentanoate
  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.