(E)-ethyl 2-carboethoxy-2-benzyl-3,5-diphenylpent-4-enoate

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (E)-ethyl 2-carboethoxy-2-benzyl-3,5-diphenylpent-4-enoate
• 英文别名: diethyl 2-benzyl-2-[(E)-1,3-diphenylprop-2-enyl]propanedioate
• 化学式: C₂₉H₃₀O₄
• 分子量: 442.555
• InChiKey: ABBASKHEPCTDNL-QZQOTICOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (±)-反式-1,3-二苯基烯丙基乙酸酯 、 苄基丙二酸二乙酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 C₃₃H₃₁FeN₂PS 、 N,O-双三甲硅基乙酰胺 、 lithium acetate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 15.08h， 以95%的产率得到(E)-ethyl 2-carboethoxy-2-benzyl-3,5-diphenylpent-4-enoate
  参考文献：
  名称：

  对映选择性钯催化的烯丙基烷基化反应中的有效手性二茂铁基膦-硫醚配体

  摘要：

  Abstractmagnified imageChiral ferrocene‐derived phosphine‐thioether mixed donor ligands supported by heterocycles effected the palladium‐catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee). With cyclic and unsymmetrical allylic acetates as substrate, the corresponding alkylated products with enantioselectivities up to 87% ee were obtained. Based on X‐ray crystallographic and NMR studies, the origin of the observed enantioselectivities is discussed.

  DOI：

  10.1002/adsc.200900086

文献信息

• Effective Chiral Ferrocenyl Phosphine-Thioether Ligands in Enantioselective Palladium-Catalyzed Allylic Alkylations
  作者：Hong Yee Cheung、Wing-Yiu Yu、Terry T. L. Au-Yeung、Zhongyuan Zhou、Albert S. C. Chan

  DOI：10.1002/adsc.200900086

  日期：2009.6

  Abstractmagnified imageChiral ferrocene‐derived phosphine‐thioether mixed donor ligands supported by heterocycles effected the palladium‐catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee). With cyclic and unsymmetrical allylic acetates as substrate, the corresponding alkylated products with enantioselectivities up to 87% ee were obtained. Based on X‐ray crystallographic and NMR studies, the origin of the observed enantioselectivities is discussed.