diethyl (E)-2-(1-(2-(3-(benzoyloxy)prop-1-en-1-yl)phenyl)allyl)-2-benzylmalonate | 1006714-23-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: diethyl (E)-2-(1-(2-(3-(benzoyloxy)prop-1-en-1-yl)phenyl)allyl)-2-benzylmalonate
• CAS: 1006714-23-3
• 化学式: C₃₃H₃₄O₆
• 分子量: 526.629
• InChiKey: MPBXIFHCHCWPSM-RCCKNPSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  39.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  苄基丙二酸二乙酯 、 [(E)-3-[2-[(E)-3-benzoyloxyprop-1-enyl]phenyl]prop-2-enyl] benzoate 在 [Ir(Cl)COD]2 N,O-双三甲硅基乙酰胺 、 四丁基氟化铵 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以71%的产率得到diethyl (E)-2-benzyl-2-(1-(2-(4-benzyl-5-ethoxy-4-(ethoxycarbonyl)-5-oxopent-1-en-1-yl)phenyl)allyl)malonate
  参考文献：
  名称：

  An Efficient Protocol of Iridium-Catalyzed Allylic Substitution Reaction and Its Application to Polymer Synthesis:  Complementary Regio- and Stereoselective Allylation Polycondensation via Ir and Pd Catalyses

  摘要：

  An efficient protocol of the Ir-catalyzed allylic substitution reaction is reported using N,O-bis (bimethylsilyl]acetamide as a base in the presence of nBu(4)NF as a cocatalyst. The reaction completely proceeded under very mild conditions, and a branched allylated compound that is easy to access via the Tsuji-Trost reaction can be synthesized. The reaction system is practical enough to be applicable for polymer syntheses. The Ir- and Pd-catalyzed allylation polycondensations generally show complementary regio- and stereoselectivities. The Ir-catalyzed reaction is versatile, and a mixed dual regioselectivity such as a branched-linear selectivity on each electrophile can also be achieved.

  DOI：

  10.1021/ja076019k