(4aS,8aS)-8a-o-tolyl-2,3,4a,5-tetrahydrobenzo[b][1,4]dioxin-6(8aH)-one | 1219467-90-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4aS,8aS)-8a-o-tolyl-2,3,4a,5-tetrahydrobenzo[b][1,4]dioxin-6(8aH)-one
• 英文别名: (4aS,8aS)-4a-(2-methylphenyl)-2,3,8,8a-tetrahydro-1,4-benzodioxin-7-one
• CAS: 1219467-90-9
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: HQWIBGCSZMKVPS-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2-hydroxyethoxy)-2'-methyl-[1,1'-biphenyl]-4(1H)-one 在 C₅₂H₆₁O₄P 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以92%的产率得到(4aS,8aS)-8a-o-tolyl-2,3,4a,5-tetrahydrobenzo[b][1,4]dioxin-6(8aH)-one
  参考文献：
  名称：

  Desymmetrization of Cyclohexadienones via Brønsted Acid-Catalyzed Enantioselective Oxo-Michael Reaction

  摘要：

  Desymmetrization of cyclohexadienones via enantioselective oxo-Michael reaction catalyzed by chiral phosphoric acid to afford highly enantioenriched 1,4-dioxane and tetrahydrofuran derivatives in excellent yields has been realized. The newly established methodology allows the facile enantioselective synthesis of cleroindicins C, D, and F.

  DOI：

  10.1021/ja100207s

文献信息

• Desymmetrization of Cyclohexadienones via Brønsted Acid-Catalyzed Enantioselective Oxo-Michael Reaction
  作者：Qing Gu、Zi-Qiang Rong、Chao Zheng、Shu-Li You

  DOI：10.1021/ja100207s

  日期：2010.3.31

  Desymmetrization of cyclohexadienones via enantioselective oxo-Michael reaction catalyzed by chiral phosphoric acid to afford highly enantioenriched 1,4-dioxane and tetrahydrofuran derivatives in excellent yields has been realized. The newly established methodology allows the facile enantioselective synthesis of cleroindicins C, D, and F.