diethyl 2-<(Z)-2'-allyl-3'-iodo-2'-yl>malonate | 122951-15-9

• 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: diethyl 2-<(Z)-2'-allyl-3'-iodo-2'-yl>malonate
• 英文别名: diethyl 2-[(Z)-3-iodo-2-prop-2-enylhept-2-enyl]propanedioate
• CAS: 122951-15-9
• 化学式: C₁₇H₂₇IO₄
• 分子量: 422.303
• InChiKey: VPQPSUQIFFBQLT-SQFISAMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 diethyl 2-<(Z)-2'-allyl-3'-iodo-2'-yl>malonate 在 bis-triphenylphosphine-palladium(II) chloride 三乙胺 作用下， 100.0 ℃ 、4.14 MPa 条件下， 以96%的产率得到2-(n-butyl)-3-(2'-propen-1'-yl)-5,5-bis(ethoxycarbonyl)-2-cyclopenten-1-one
  参考文献：
  名称：

  Palladium-catalyzed carbonylative cyclization via trapping of acylpalladium derivatives with internal enolates. Its scope and factors affecting the C-to-O ratio

  摘要：

  The Pd-catalyzed carbonylative cyclization reaction involving omega-acyl-substituted acylpalladium derivatives can proceed via intramolecular trapping with either C- or O-enolates; the preferential formation of either 5- or 6-membered rings dictates the C-to-O ratio in the trapping with enolates.

  DOI：

  10.1016/s0040-4020(01)80765-1
• 作为产物：
  描述：

  (Z)-2-allyl-3-iodo-2-hepten-1-yl bromide 、 丙二酸二乙酯 在 sodium hydride 作用下， 以96%的产率得到diethyl 2-<(Z)-2'-allyl-3'-iodo-2'-yl>malonate
  参考文献：
  名称：

  Palladium-catalyzed carbonylative cyclization via trapping of acylpalladium derivatives with internal enolates. Its scope and factors affecting the C-to-O ratio

  摘要：

  The Pd-catalyzed carbonylative cyclization reaction involving omega-acyl-substituted acylpalladium derivatives can proceed via intramolecular trapping with either C- or O-enolates; the preferential formation of either 5- or 6-membered rings dictates the C-to-O ratio in the trapping with enolates.

  DOI：

  10.1016/s0040-4020(01)80765-1

文献信息

• Carbonylative cyclization via intramolecular trapping of acylmetal derivatives by carbon nucleophiles catalyzed by late transition metals
  作者：Eiichi Negishi、Yantao Zhang、Izumi Shimoyama、Guangzhong Wu

  DOI：10.1021/ja00202a055

  日期：1989.9
• NEGISHI, EI-ICHI;ZHANG, YANTAO;SHIMOYAMA, IZUMI;WU, GUANGZHONG, J. AMER. CHEM. SOC., 111,(1989) N0, C. 8018-8020
  作者：NEGISHI, EI-ICHI、ZHANG, YANTAO、SHIMOYAMA, IZUMI、WU, GUANGZHONG

  DOI：——

  日期：——