2-Benzyl-2-((E)-3-cyclohex-1-enyl-2-methyl-allyl)-malonic acid bis-(2,2,2-trifluoro-ethyl) ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-Benzyl-2-((E)-3-cyclohex-1-enyl-2-methyl-allyl)-malonic acid bis-(2,2,2-trifluoro-ethyl) ester
• 英文别名: bis(2,2,2-trifluoroethyl) 2-benzyl-2-[(E)-3-(cyclohexen-1-yl)-2-methylprop-2-enyl]propanedioate
• 化学式: C₂₄H₂₆F₆O₄
• 分子量: 492.458
• InChiKey: BOCRHXJAPYJXRE-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  bis(2,2,2-trifluoroethyl) 2-benzylmalonate 、 (E)-3-Cyclohex-1-enyl-2-methyl-prop-2-en-1-ol 在 sodium hydride 、 Pd(OAc)2((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphtyl) 、 三乙基硼 作用下， 以 四氢呋喃 为溶剂， 生成 2-Benzyl-2-((E)-3-cyclohex-1-enyl-2-methyl-allyl)-malonic acid bis-(2,2,2-trifluoro-ethyl) ester
  参考文献：
  名称：

  Palladium-catalyzed regiocontrolled and stereoselective alkylations of bis(trifluoroethyl) malonates with dienyl alcohols

  摘要：

  The triethylborane-promoted and palladium-catalyzed reactions of 2,4-dienyl alcohols or the corresponding isomeric divinyl alcohols with bis(trifluoroethyl) malonates provide an improved method for the regio- and stereoselective dienylation of malonates. The phosphine ligand is an important control element in the reaction. Combinations of Pd(OAc)(2) with BIPHEP or BINAP give dienylated malonates in good yield and higher isomeric purity than the traditional combination of Pd(OAc)(2) and Ph3P affords in the catalyzed reactions of dienyl acetates. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s1268-7731(03)00074-2

文献信息

• Palladium-catalyzed regiocontrolled and stereoselective alkylations of bis(trifluoroethyl) malonates with dienyl alcohols
  作者：James M. Takacs、Xun-tian Jiang、Alexei P. Leonov

  DOI：10.1016/s1268-7731(03)00074-2

  日期：2003.9

  The triethylborane-promoted and palladium-catalyzed reactions of 2,4-dienyl alcohols or the corresponding isomeric divinyl alcohols with bis(trifluoroethyl) malonates provide an improved method for the regio- and stereoselective dienylation of malonates. The phosphine ligand is an important control element in the reaction. Combinations of Pd(OAc)(2) with BIPHEP or BINAP give dienylated malonates in good yield and higher isomeric purity than the traditional combination of Pd(OAc)(2) and Ph3P affords in the catalyzed reactions of dienyl acetates. (C) 2003 Elsevier Ltd. All rights reserved.