(E)-N,N-diphenyl-5-tri(propan-2-yl)silylpent-2-en-4-ynamide | 1245655-30-4

• 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: (E)-N,N-diphenyl-5-tri(propan-2-yl)silylpent-2-en-4-ynamide
• CAS: 1245655-30-4
• 化学式: C₂₆H₃₃NOSi
• 分子量: 403.64
• InChiKey: XHEOWTLTHGNKDE-CPNJWEJPSA-N

物化性质

• 沸点：
  483.2±28.0 °C(predicted)
• 密度：
  1.010±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.13
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  苯硼酸酐 、 (E)-N,N-diphenyl-5-tri(propan-2-yl)silylpent-2-en-4-ynamide 在 potassium phosphate 、 C₆₈H₆₀Cl₂F₈Fe₄Rh₂ 、 重水 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以86%的产率得到
  参考文献：
  名称：

  Rhodium-Catalyzed Enantioselective 1,6-Addition of Arylboronic Acids to Enynamides: Asymmetric Synthesis of Axially Chiral Allenylsilanes

  摘要：

  Rhodium-catalyzed asymmetric 1,6-addition of arylboronic acids to beta-alkynyl acrylamides substituted with a silyl group on the alkyne terminus took place to give high yields of axially chiral allenylsilanes with 94-99% enantioselectivity, which was realized by use of a rhodium/chiral diene complex.

  DOI：

  10.1021/ja1066509
• 作为产物：
  描述：

  、 二苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以1.12 g的产率得到(E)-N,N-diphenyl-5-tri(propan-2-yl)silylpent-2-en-4-ynamide
  参考文献：
  名称：

  Rhodium-Catalyzed Enantioselective 1,6-Addition of Arylboronic Acids to Enynamides: Asymmetric Synthesis of Axially Chiral Allenylsilanes

  摘要：

  Rhodium-catalyzed asymmetric 1,6-addition of arylboronic acids to beta-alkynyl acrylamides substituted with a silyl group on the alkyne terminus took place to give high yields of axially chiral allenylsilanes with 94-99% enantioselectivity, which was realized by use of a rhodium/chiral diene complex.

  DOI：

  10.1021/ja1066509

文献信息

• Rhodium-Catalyzed Enantioselective 1,6-Addition of Arylboronic Acids to Enynamides: Asymmetric Synthesis of Axially Chiral Allenylsilanes
  作者：Takahiro Nishimura、Hiroki Makino、Makoto Nagaosa、Tamio Hayashi

  DOI：10.1021/ja1066509

  日期：2010.9.22

  Rhodium-catalyzed asymmetric 1,6-addition of arylboronic acids to beta-alkynyl acrylamides substituted with a silyl group on the alkyne terminus took place to give high yields of axially chiral allenylsilanes with 94-99% enantioselectivity, which was realized by use of a rhodium/chiral diene complex.