trimethyl (1R,2R,3S,4R,5R,6S)-tricyclo[4.2.1.02,5]non-7-ene-3,4,7-tricarboxylate | 134006-08-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trimethyl (1R,2R,3S,4R,5R,6S)-tricyclo[4.2.1.02,5]non-7-ene-3,4,7-tricarboxylate
• CAS: 134006-08-9
• 化学式: C₁₅H₁₈O₆
• 分子量: 294.304
• InChiKey: OYAQHWXEGSSRHD-PNIFSDJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  双环[2.2.1]庚-2,5-二烯-2-羧酸甲酯 、 马来酸二甲酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 三苯基膦 作用下， 以 甲苯 为溶剂， 生成 trimethyl (1R,2R,3S,4R,5R,6S)-tricyclo[4.2.1.02,5]non-7-ene-3,4,7-tricarboxylate 、 rac-trimethyl (1R,2R,3aR,4R,6aR,7R)-hexahydro-1,2,4-(epimethanetriyl)pentalene-1,5,6(2H)-tricarboxylate
  参考文献：
  名称：

  Regiochemical control in the homo-Diels-Alder reaction: substituent effects

  摘要：

  The regio- and stereoselectivity of the cyclo-addition between substituted norbornadienes and electron-deficient olefins catalyzed by nickel complexes has been studied. The diene and dienophile substituents as well as the ligand were found to exert a dramatic effect on the selectivity.

  DOI：

  10.1021/jo00012a003

文献信息

• Regiochemical control in the homo-Diels-Alder reaction: substituent effects
  作者：Mark Lautens、Louise G. Edwards

  DOI：10.1021/jo00012a003

  日期：1991.6

  The regio- and stereoselectivity of the cyclo-addition between substituted norbornadienes and electron-deficient olefins catalyzed by nickel complexes has been studied. The diene and dienophile substituents as well as the ligand were found to exert a dramatic effect on the selectivity.