ethyl (Z)-2-[(dimethoxyphosphoryl)methyl]-3-(3-chlorophenyl)-2-propenoate | 1359755-49-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (Z)-2-[(dimethoxyphosphoryl)methyl]-3-(3-chlorophenyl)-2-propenoate
• CAS: 1359755-49-9
• 化学式: C₁₄H₁₈ClO₅P
• 分子量: 332.721
• InChiKey: AKVWCZLPOXFPLZ-XYOKQWHBSA-N

反应信息

• 作为反应物：
  描述：

  ethyl (Z)-2-[(dimethoxyphosphoryl)methyl]-3-(3-chlorophenyl)-2-propenoate 在 [Rh(cod)2]SbF6 、 (S)-(-)-[(S)-2-diphenylphosphinoferrocenyl](N,N-dimethylamino)(2-diphenylphosphinophenyl)methane 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、1.0 MPa 条件下， 反应 24.0h， 以99%的产率得到ethyl (+)-2-[(dimethoxyphosphoryl)methyl]-3-(3-chlorophenyl)-2-propionate
  参考文献：
  名称：

  Asymmetric synthesis of 2-alkyl-3-phosphonopropanoic acid derivatives via Rh-catalyzed asymmetric hydrogenation

  摘要：

  The commercially available ferrocene-based diphosphine ligand (S-c,S-Fc)-TaniaPhos was found to be highly effective in the Rh-catalyzed asymmetric hydrogenation of 3-aryl-2-(phosphonomethyl)propenates. Excellent enantioselectivity (90-98% ee) and high catalytic activity (S/C up to 1000) have been achieved, which represents the best results reported so far. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.12.002
• 作为产物：
  描述：

  生成 ethyl (Z)-2-[(dimethoxyphosphoryl)methyl]-3-(3-chlorophenyl)-2-propenoate
  参考文献：
  名称：

  Asymmetric synthesis of 2-alkyl-3-phosphonopropanoic acid derivatives via Rh-catalyzed asymmetric hydrogenation

  摘要：

  The commercially available ferrocene-based diphosphine ligand (S-c,S-Fc)-TaniaPhos was found to be highly effective in the Rh-catalyzed asymmetric hydrogenation of 3-aryl-2-(phosphonomethyl)propenates. Excellent enantioselectivity (90-98% ee) and high catalytic activity (S/C up to 1000) have been achieved, which represents the best results reported so far. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.12.002