non-8-yn-3-one | 55183-16-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: non-8-yn-3-one
• CAS: 55183-16-9
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: YGWKUBZHHFDERP-UHFFFAOYSA-N

物化性质

• 沸点：
  219.4±23.0 °C(Predicted)
• 密度：
  0.874±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  non-8-yn-3-one 、 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 在 copper(l) iodide 、 四(三苯基膦)钯 、 二乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以81%的产率得到9-(4-tert-butylcyclohex-1-enyl)non-8-yn-3-one
  参考文献：
  名称：

  Gold-Catalyzed Synthesis of Polycyclic Enones from Carbon Tethered 1,3-Enynyl Carbonyls via Tandem Heteroenyne Metathesis and Nazarov Reaction

  摘要：

  An efficient and general Au(III)-catalyzed tandem reaction, heteroenyne metathesis and Nazarov cyclization, of 1,3-enynyl ketones to produce fused tri- and tetracyclic enones has been developed. The products were formed with excellent regioselectivity of the double bond position and with very high diastereoselectivities. In this reaction, the Au(III) catalyst exhibits dual roles for activating both alkynes and carbonyls.

  DOI：

  10.1021/ol801265s

文献信息

• Gold-Catalyzed Synthesis of Polycyclic Enones from Carbon Tethered 1,3-Enynyl Carbonyls via Tandem Heteroenyne Metathesis and Nazarov Reaction
  作者：Tienan Jin、Yoshinori Yamamoto

  DOI：10.1021/ol801265s

  日期：2008.7.17

  An efficient and general Au(III)-catalyzed tandem reaction, heteroenyne metathesis and Nazarov cyclization, of 1,3-enynyl ketones to produce fused tri- and tetracyclic enones has been developed. The products were formed with excellent regioselectivity of the double bond position and with very high diastereoselectivities. In this reaction, the Au(III) catalyst exhibits dual roles for activating both alkynes and carbonyls.