11-trimethylsilanyl-undecane-2,9-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 11-trimethylsilanyl-undecane-2,9-dione
• 英文别名: 11-Trimethylsilylundecane-2,9-dione
• 化学式: C₁₄H₂₈O₂Si
• 分子量: 256.461
• InChiKey: VVDXVZKEMMDLMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  顺式-2-环戊烯-1-酮 、 乙烯基三甲基硅烷 在 Wilkinson's catalyst 2-氨基-3-甲基吡啶 、 环己胺 、 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 1,5-bis(trimethylsilyl)-3-pentanone 、 11-trimethylsilanyl-undecane-2,9-dione
  参考文献：
  名称：

  Application of Rh(I)-Catalyzed C−H Bond Activation to the Ring Opening of 2-Cycloalkenones in the Presence of Amines

  摘要：

  Herein described is the application of the Rh(1)-catalyzed C-H bond activation to the ring-opening of 2-cycloalkenones in the presence of cyclohexylamine. This reaction includes the C-C double bond cleavage of 2-cycloalkenones through the conjugate addition of cyclohexylamine followed by the retro-Mannich-type fragmentation. The resulting ring-opened intermediates subsequently underwent either chelation-assisted hydroacylation to afford a ring-opened dicarbonyl compound or beta-alkylation via a ring contraction.

  DOI：

  10.1021/ol025816e

文献信息

• Application of Rh(I)-Catalyzed C−H Bond Activation to the Ring Opening of 2-Cycloalkenones in the Presence of Amines
  作者：Chul-Ho Jun、Choong Woon Moon、Sung-Gon Lim、Hyuk Lee

  DOI：10.1021/ol025816e

  日期：2002.5.1

  Herein described is the application of the Rh(1)-catalyzed C-H bond activation to the ring-opening of 2-cycloalkenones in the presence of cyclohexylamine. This reaction includes the C-C double bond cleavage of 2-cycloalkenones through the conjugate addition of cyclohexylamine followed by the retro-Mannich-type fragmentation. The resulting ring-opened intermediates subsequently underwent either chelation-assisted hydroacylation to afford a ring-opened dicarbonyl compound or beta-alkylation via a ring contraction.