5-methyl-4-(4-nitrophenyl)-9-oxo-bicyclo[3.3.1]non-3-ene-1-carboxylic acid methyl ester | 1187777-61-2

• 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: 5-methyl-4-(4-nitrophenyl)-9-oxo-bicyclo[3.3.1]non-3-ene-1-carboxylic acid methyl ester
• 英文别名: methyl 5-methyl-4-(4-nitrophenyl)-9-oxobicyclo[3.3.1]non-3-ene-1-carboxylate
• CAS: 1187777-61-2
• 化学式: C₁₈H₁₉NO₅
• 分子量: 329.353
• InChiKey: SQRPAFBYDUIGNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-methyl-1-[3-(4-nitrophenyl)-prop-2-ynyl]-2-triethylsilanyloxycyclohex-2-enecarboxylic acid methyl ester 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以83%的产率得到5-methyl-4-(4-nitrophenyl)-9-oxo-bicyclo[3.3.1]non-3-ene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Gold-Catalyzed Synthesis of Carbon-Bridged Medium-Sized Rings

  摘要：

  Bicyclo[m.n.1]alkenone frameworks possessing quaternary carbon centers adjacent to a bridged ketone are frequently found in bioactive natural products. Although several methods have been developed to construct such frameworks, most of them are specific to a particular scaffold. Herein, we report a mild and highly efficient method to generate carbon-bridged frameworks of various sizes using phosphino gold(I) catalysts.

  DOI：

  10.1021/ol901722q