3-allyl-1-(3-phenylprop-2-ynyl)-2-triethylsilanyloxycyclohex-2-enecarboxylic acid methyl ester | 1187777-56-5

• 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: 3-allyl-1-(3-phenylprop-2-ynyl)-2-triethylsilanyloxycyclohex-2-enecarboxylic acid methyl ester
• CAS: 1187777-56-5
• 化学式: C₂₆H₃₆O₃Si
• 分子量: 424.656
• InChiKey: IIBKSEPZQIXFRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.62
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  3-allyl-1-(3-phenylprop-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 15.0h， 以92%的产率得到5-allyl-9-oxo-4-phenyl-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：

  碘苯 、 3-allyl-1-prop-2-ynyl-2-triethylsilanyloxycyclohex-2-enecarboxylic acid methyl ester 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以86%的产率得到3-allyl-1-(3-phenylprop-2-ynyl)-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