methyl 1-(4-nitrophenyl)-4,5-cis-diphenyl-4,5-dihydro-1H-asepine-2-carboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 1-(4-nitrophenyl)-4,5-cis-diphenyl-4,5-dihydro-1H-asepine-2-carboxylate
• 英文别名: methyl (4S,5R)-1-(4-nitrophenyl)-4,5-diphenyl-4,5-dihydroazepine-2-carboxylate
• 化学式: C₂₆H₂₂N₂O₄
• 分子量: 426.472
• InChiKey: MREPKEQOVDWLGP-RPWUZVMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-methyl 4-phenylbut-3-enoate 在 dirhodium tetraacetate 、 4-乙酰氨基苯磺酰叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成 methyl 1-(4-nitrophenyl)-4,5-cis-diphenyl-4,5-dihydro-1H-asepine-2-carboxylate
  参考文献：
  名称：

  Highly Selective Catalyst-Directed Pathways to Dihydropyrroles from Vinyldiazoacetates and Imines

  摘要：

  Copper-catalyzed reactions of vinyldiazoacetates with imines occur via a pathway in which the activated imine undergoes electrophilic addition to the vinyldiazo compound, whereas reactions catalyzed by rhodium(II) proceed through a metal carbene to an intermediate iminiumylide. Both pathways exhibit high stereoselectivities.

  DOI：

  10.1021/ja029745q

文献信息

• Highly Stereoselective Syntheses of Five- and Seven-Membered Ring Heterocycles from Ylides Generated by Catalytic Reactions of Styryldiazoacetates with Aldehydes and Imines
  作者：Michael P. Doyle、Wenhao Hu、Daren J. Timmons

  DOI：10.1021/ol016703i

  日期：2001.11.1

  [reaction--see text] Styryldiazoacetates are effective reactants for ylide formation that results in the formation of dihydropyrroles and dihydroazepines with high stereocontrol and in high yields.

  [反应-见正文]苯乙烯基重氮乙酸酯是形成叶立德的有效反应物，可形成具有高立体控制和高收率的二氢吡咯和二氢a庚因。
• Highly Selective Catalyst-Directed Pathways to Dihydropyrroles from Vinyldiazoacetates and Imines
  作者：Michael P. Doyle、Ming Yan、Wenhao Hu、Luisa S. Gronenberg

  DOI：10.1021/ja029745q

  日期：2003.4.1

  Copper-catalyzed reactions of vinyldiazoacetates with imines occur via a pathway in which the activated imine undergoes electrophilic addition to the vinyldiazo compound, whereas reactions catalyzed by rhodium(II) proceed through a metal carbene to an intermediate iminiumylide. Both pathways exhibit high stereoselectivities.