1-but-2-ynyl-3-methyl-2-triethylsilanyloxycyclohex-2-enecarboxylic acid methyl ester | 1187777-54-3

• 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: 1-but-2-ynyl-3-methyl-2-triethylsilanyloxycyclohex-2-enecarboxylic acid methyl ester
• CAS: 1187777-54-3
• 化学式: C₁₉H₃₂O₃Si
• 分子量: 336.547
• InChiKey: IHYSTFCYZHWXPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-but-2-ynyl-3-methyl-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 乙腈 为溶剂， 反应 40.0h， 以94%的产率得到4,5-dimethyl-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
• 作为产物：
  描述：

  三乙基氯硅烷 、 1-but-2-ynyl-3-methyl-2-oxo-cyclohexanecarboxylic acid methyl ester 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以65%的产率得到1-but-2-ynyl-3-methyl-2-triethylsilanyloxycyclohex-2-enecarboxylic 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