cinnamyl carbonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cinnamyl carbonate
• 英文别名: 3-Phenyl-2-propenylcarbonic acid；3-phenylprop-2-enyl hydrogen carbonate
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: UIZRYODUASPRQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  环己甲酸甲酯 、 cinnamyl carbonate 在 sodium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 9.0h， 生成 trans-N-(4-bromophenyl)-1-[(1S,2S)-2-phenylcyclopropyl]cyclohexanecarboxamide
  参考文献：
  名称：

  Pyridine-NHC: Effective Ligand in Pd-Catalyzed Cyclopropanation of Esters with Substituted Allyl Carbonates

  摘要：

  By consideration of the mechanism of Pd-catalyzed cyclopropanation and allylation, NHC-pyridine compounds were adopted as the ligand in Pd-catalyzed cyclopropanation of esters and monosubstituted allylic reagents. The corresponding cyclopropanes were afforded as major products in moderate to good yields with high cyclopropane/allylation selectivity.

  DOI：

  10.1021/jo5018712

文献信息

• Pyridine-NHC: Effective Ligand in Pd-Catalyzed Cyclopropanation of Esters with Substituted Allyl Carbonates
  作者：Jian-Qiang Huang、Chang-Hua Ding、Xue-Long Hou

  DOI：10.1021/jo5018712

  日期：2014.12.19

  By consideration of the mechanism of Pd-catalyzed cyclopropanation and allylation, NHC-pyridine compounds were adopted as the ligand in Pd-catalyzed cyclopropanation of esters and monosubstituted allylic reagents. The corresponding cyclopropanes were afforded as major products in moderate to good yields with high cyclopropane/allylation selectivity.