1H-inden-3-yl N,N-diethylcarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1H-inden-3-yl N,N-diethylcarbamate
• 英文别名: 3H-inden-1-yl N,N-diethylcarbamate
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: QGHVMYDNISDMJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1H-inden-3-yl N,N-diethylcarbamate 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、2.5 MPa 条件下， 反应 24.0h， 以30%的产率得到
  参考文献：
  名称：

  Enantioselective rhodium-catalyzed hydrogenation of enol carbamates in the presence of monodentate phosphines

  摘要：

  The rhodium-catalyzed asymmetric hydrogenation of different acyclic and cyclic enol carbarnates to give optically active carbarnates has been examined in the presence of chiral monodentate ligands based on a 4,5-dihydro-3H-dinaphthophosphepine motif 4. The enantioselectivity is largely dependent upon the reaction conditions, the nature of substituents on the phosphorus ligand and structure of the enol carbamate. By applying the optimized reaction conditions, enantioselectivities of up to 96% ee have been achieved. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.001
• 作为产物：
  描述：

  N,N-二乙基氯甲酰胺 、 1-茚酮 在 sodium hydride 、 二甲基亚砜 作用下， 以 二甲基亚砜 为溶剂， 反应 0.25h， 以58%的产率得到1H-inden-3-yl N,N-diethylcarbamate
  参考文献：
  名称：

  Enantioselective rhodium-catalyzed hydrogenation of enol carbamates in the presence of monodentate phosphines

  摘要：

  The rhodium-catalyzed asymmetric hydrogenation of different acyclic and cyclic enol carbarnates to give optically active carbarnates has been examined in the presence of chiral monodentate ligands based on a 4,5-dihydro-3H-dinaphthophosphepine motif 4. The enantioselectivity is largely dependent upon the reaction conditions, the nature of substituents on the phosphorus ligand and structure of the enol carbamate. By applying the optimized reaction conditions, enantioselectivities of up to 96% ee have been achieved. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.001

文献信息

• Enantioselective rhodium-catalyzed hydrogenation of enol carbamates in the presence of monodentate phosphines
  作者：Stephan Enthaler、Giulia Erre、Kathrin Junge、Dirk Michalik、Anke Spannenberg、Fabrizio Marras、Serafino Gladiali、Matthias Beller

  DOI：10.1016/j.tetasy.2007.06.001

  日期：2007.6

  The rhodium-catalyzed asymmetric hydrogenation of different acyclic and cyclic enol carbarnates to give optically active carbarnates has been examined in the presence of chiral monodentate ligands based on a 4,5-dihydro-3H-dinaphthophosphepine motif 4. The enantioselectivity is largely dependent upon the reaction conditions, the nature of substituents on the phosphorus ligand and structure of the enol carbamate. By applying the optimized reaction conditions, enantioselectivities of up to 96% ee have been achieved. (c) 2007 Elsevier Ltd. All rights reserved.