ethyl 5-ethoxycarbonyl-3-methyl-2-oxo-2H-pyran-6-acetate | 130110-60-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: ethyl 5-ethoxycarbonyl-3-methyl-2-oxo-2H-pyran-6-acetate
• 英文别名: Ethyl 2-(2-ethoxy-2-oxoethyl)-5-methyl-6-oxopyran-3-carboxylate
• CAS: 130110-60-0
• 化学式: C₁₃H₁₆O₆
• 分子量: 268.266
• InChiKey: XHYORSXHCMWSGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 4-ethoxycarbonyl-6-iodo-3-oxo-6-pentenoate 、 四氢呋喃 生成 ethyl 5-ethoxycarbonyl-3-methyl-2-oxo-2H-pyran-6-acetate
  参考文献：
  名称：

  SHIMOYAMA, IZUMI;ZHANG, YANTAO;WU, GUANGZHONG;NEGISHI, EI-ICHI, TETRAHEDRON LETT., 31,(1990) N0, C. 2841-2844

  摘要：

  DOI：

文献信息

• Synthesis of enol esters and enol lactones via palladium-catalyzed carbonyiation of ary land alkenyl halides
  作者：Izumi Shimoyama、Yantao Zhang、Guangzhong Wu、Ei-ichi Negishi

  DOI：10.1016/0040-4039(90)80162-f

  日期：1990.1

  Acylpalladium species derivable via oxidative addition of a Pd phosphine complex with aryl and alkenyl iodides and CO insertion can react, either intramolecularly or tntermolecularly, with enolates generated in situ to give the corresponding enol esters and enol laotones.

  通过Pd膦配合物与芳基和烯基碘的氧化加成反应衍生的酰基钯物质在分子内或在分子间可与原位生成的烯醇化物反应，生成相应的烯醇酯和烯醇十二烷酸酯。
• Palladium-catalyzed carbonylative cyclization via trapping of acylpalladium derivatives with internal enolates. Its scope and factors affecting the C-to-O ratio
  作者：El-ichi Negishi、Christophe Copéret、Takumichi Sugihara、Izumi Shimoyama、Yantao Zhang、Guangzhong Wu、James M. Tour

  DOI：10.1016/s0040-4020(01)80765-1

  日期：1994.1

  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.