diethyl 2-methyl-2-[(Z)-3-phenylprop-2-enyl]propanedioate | 156382-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 2-methyl-2-[(Z)-3-phenylprop-2-enyl]propanedioate
• CAS: 156382-63-7
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: XBBFKCGLIWWNCA-XFXZXTDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  1-phenylallyl benzoate 、 甲基丙二酸二乙酯 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 4.0h， 以4%的产率得到diethyl 2-methyl-2-[(Z)-3-phenylprop-2-enyl]propanedioate
  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

文献信息

• 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
  作者：Nobuyoshi Nomura、Susumu Komiyama、Hiroyuki Kasugai、Marie Saba

  DOI：10.1021/ja076019k

  日期：2008.1.1

  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.