5-(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitro-3-(p-tolyl)-cyclohexanone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitro-3-(p-tolyl)-cyclohexanone
• 英文别名: (3R,4S,5R)-5-(4-methoxyphenyl)-2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-3-(4-methylphenyl)-4-nitrocyclohexan-1-one
• 化学式: C₃₀H₂₉NO₆
• 分子量: 499.563
• InChiKey: AWINOOMSUVUCDP-XVJUPOMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-methyl-β-nitrostyrene 、 (1E,6E)-1,7-bis(4-methoxyphenyl)hepta-1,6-diene-3,5-dione 在 C₂₈H₂₈F₆N₄S 、 potassium carbonate 作用下， 以 二氯甲烷 、 四氢呋喃 、 水 为溶剂， 生成 5-(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitro-3-(p-tolyl)-cyclohexanone 、 5-(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitro-3-(p-tolyl)-cyclohexanone 、 5-(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitro-3-(p-tolyl)-cyclohexanone
  参考文献：
  名称：

  Diastereo- and enantioselective synthesis of densely functionalized cyclohexanones via double Michael addition of curcumins with nitroalkenes

  摘要：

  The asymmetric double Michael additions of curcumins to nitroalkenes to afford highly functionalized cyclohexanones have been carried out for the first time. A combination of a dihydrocinchonine-thiourea organocatalyst and K2CO3 was found to be the most effective in obtaining the desired cyclohexanones in good yield, diastereoselectivity and enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.04.011

文献信息

• Diastereo- and enantioselective synthesis of densely functionalized cyclohexanones via double Michael addition of curcumins with nitroalkenes
  作者：Narasimham Ayyagari、Irishi N.N. Namboothiri

  DOI：10.1016/j.tetasy.2012.04.011

  日期：2012.4

  The asymmetric double Michael additions of curcumins to nitroalkenes to afford highly functionalized cyclohexanones have been carried out for the first time. A combination of a dihydrocinchonine-thiourea organocatalyst and K2CO3 was found to be the most effective in obtaining the desired cyclohexanones in good yield, diastereoselectivity and enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.