anthracen-9-ylmethyl 2-methylhexa-2,3-dienoate | 1193745-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthracen-9-ylmethyl 2-methylhexa-2,3-dienoate
• CAS: 1193745-42-4
• 化学式: C₂₂H₂₀O₂
• 分子量: 316.4
• InChiKey: SESHAEVIUGTPGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氨基丙二酸二乙酯 、 anthracen-9-ylmethyl 2-methylhexa-2,3-dienoate 、 对溴苯甲醛 在 C₄₂H₂₈O₉P₂ 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 anthracen-9-ylmethyl 2-methylhexa-2,3-dienoate 、 anthracen-9-ylmethyl 2-methylhexa-2,3-dienoate 、 4-anthracen-9-ylmethyl 2,2-diethyl 5-(4-bromophenyl)-4-methyl-3-propylidenepyrrolidine-2,2,4-tricarboxylate 、 4-anthracen-9-ylmethyl 2,2-diethyl 5-(4-bromophenyl)-4-methyl-3-propylidenepyrrolidine-2,2,4-tricarboxylate
  参考文献：
  名称：

  Kinetic Resolution of Racemic 2,3-Allenoates by Organocatalytic Asymmetric 1,3-Dipolar Cycloaddition

  摘要：

  The kinetic resolution of racemic 2,3-allenoates was realized via 1,3-dipolar cycloaddition by using a bisphosphoric acid catalyst, affording the optically active 2,3-allenoates and 3-methylenepyrrolidine derivatives in high yields and enantioselectivities.

  DOI：

  10.1021/ol101544c
• 作为产物：
  描述：

  anthracen-9-ylmethyl 2-(triphenyl-l5-phosphaneylidene)propanoate 、 丁酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 anthracen-9-ylmethyl 2-methylhexa-2,3-dienoate
  参考文献：
  名称：

  Kinetic Resolution of Racemic 2,3-Allenoates by Organocatalytic Asymmetric 1,3-Dipolar Cycloaddition

  摘要：

  The kinetic resolution of racemic 2,3-allenoates was realized via 1,3-dipolar cycloaddition by using a bisphosphoric acid catalyst, affording the optically active 2,3-allenoates and 3-methylenepyrrolidine derivatives in high yields and enantioselectivities.

  DOI：

  10.1021/ol101544c

文献信息

• Highly Enantioselective Catalytic 1,3-Dipolar Cycloaddition Involving 2,3-Allenoate Dipolarophiles
  作者：Jie Yu、Long He、Xiao-Hua Chen、Jin Song、Wei-Jie Chen、Liu-Zhu Gong

  DOI：10.1021/ol9020964

  日期：2009.11.5

  A bisphosphoric acid-catalyzed 1,3-dipolar cycloaddition of buta-2,3-dienoates with azomethine ylides yields 3-methylenepyrrolidine derivatives with excellent enantioselectivity (up to 97% ee).
• Kinetic Resolution of Racemic 2,3-Allenoates by Organocatalytic Asymmetric 1,3-Dipolar Cycloaddition
  作者：Jie Yu、Wei-Jie Chen、Liu-Zhu Gong

  DOI：10.1021/ol101544c

  日期：2010.9.17

  The kinetic resolution of racemic 2,3-allenoates was realized via 1,3-dipolar cycloaddition by using a bisphosphoric acid catalyst, affording the optically active 2,3-allenoates and 3-methylenepyrrolidine derivatives in high yields and enantioselectivities.