ethyl 5-acetyl-2,6-dimethyl-2H-pyran-4-carboxylate | 1403959-58-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: ethyl 5-acetyl-2,6-dimethyl-2H-pyran-4-carboxylate
• CAS: 1403959-58-9
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: YGKDOGHYNMVBHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  5-Hydroxy-penta-2,3-dienoic acid ethyl ester 在 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 18.0h， 生成 ethyl 5-acetyl-2,6-dimethyl-2H-pyran-4-carboxylate
  参考文献：
  名称：

  PPh₃-Catalyzed (3 + 3) Annulations of 5-Acetoxypenta-2,3-dienoate with 1C,3O-Bisnucleophiles: Facile Entry to Stable Monocyclic 2H-Pyrans

  摘要：

  Phosphine-catalyzed (3 + 2) and (3 + 3) annulations between 5-acetoxypenta-2,3-dienoate and 1C,3O-bisnucleophiles are presented. The former cases can be achieved with the assistance of base while the latter is dominant without any additive. A series of deuterium-labeling experiments disclosed that the divergence in annulations is likely determined by the involved proton transfer processes.

  DOI：

  10.1021/ol302634p

文献信息

• PPh₃-Catalyzed (3 + 3) Annulations of 5-Acetoxypenta-2,3-dienoate with 1C,3O-Bisnucleophiles: Facile Entry to Stable Monocyclic 2<i>H</i>-Pyrans
  作者：Jian Hu、Wei Dong、Xin-Yan Wu、Xiaofeng Tong

  DOI：10.1021/ol302634p

  日期：2012.11.2

  Phosphine-catalyzed (3 + 2) and (3 + 3) annulations between 5-acetoxypenta-2,3-dienoate and 1C,3O-bisnucleophiles are presented. The former cases can be achieved with the assistance of base while the latter is dominant without any additive. A series of deuterium-labeling experiments disclosed that the divergence in annulations is likely determined by the involved proton transfer processes.