(E)-4-Trimethylsilyl-5-dimethyl(phenyl)silylpent-4-en-3-one | 144823-71-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-4-Trimethylsilyl-5-dimethyl(phenyl)silylpent-4-en-3-one
• CAS: 144823-71-2
• 化学式: C₁₆H₂₆OSi₂
• 分子量: 290.553
• InChiKey: LKPIHKWXVPJBFR-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-4-Trimethylsilyl-5-dimethyl(phenyl)silylpent-4-en-3-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以95%的产率得到1-苯基戊-3-酮
  参考文献：
  名称：

  The synthesis of 3-trimethylsilyl-4-dimethyl(phenyl)silylbut-3-en-2-one, a β-functionalised Michael acceptor

  摘要：

  The title compound 3 has been prepared by silyl-cupration of trimethylsilylacetylene followed by acetylation. The phenyidimethylsilyl group can be removed selectively in a three-step procedure to give 3-trimethylsilylbut-3-ene-2-one lb. The enone 3 and cyclohexanone can be used in an annelation reaction to make 5-dimethyl(phenyl)silylbicyclo[4.4.0]decan-3-one 20 and hence to make 2-vinylcyclohexylacetic acid 23.

  DOI：

  10.1016/s0040-4020(01)80457-9
• 作为产物：
  描述：

  dimethyl(phenyl)silyllithium 、 丙酰氯 、 三甲基乙炔基硅 生成 (E)-4-Trimethylsilyl-5-dimethyl(phenyl)silylpent-4-en-3-one
  参考文献：
  名称：

  The synthesis of 3-trimethylsilyl-4-dimethyl(phenyl)silylbut-3-en-2-one, a β-functionalised Michael acceptor

  摘要：

  The title compound 3 has been prepared by silyl-cupration of trimethylsilylacetylene followed by acetylation. The phenyidimethylsilyl group can be removed selectively in a three-step procedure to give 3-trimethylsilylbut-3-ene-2-one lb. The enone 3 and cyclohexanone can be used in an annelation reaction to make 5-dimethyl(phenyl)silylbicyclo[4.4.0]decan-3-one 20 and hence to make 2-vinylcyclohexylacetic acid 23.

  DOI：

  10.1016/s0040-4020(01)80457-9

文献信息

• The synthesis of 3-trimethylsilyl-4-dimethyl(phenyl)silylbut-3-en-2-one, a β-functionalised Michael acceptor
  作者：Ian Fleming、Trevor W. Newton、Verity Sabin、Françoise Zammattio

  DOI：10.1016/s0040-4020(01)80457-9

  日期：1992.1

  The title compound 3 has been prepared by silyl-cupration of trimethylsilylacetylene followed by acetylation. The phenyidimethylsilyl group can be removed selectively in a three-step procedure to give 3-trimethylsilylbut-3-ene-2-one lb. The enone 3 and cyclohexanone can be used in an annelation reaction to make 5-dimethyl(phenyl)silylbicyclo[4.4.0]decan-3-one 20 and hence to make 2-vinylcyclohexylacetic acid 23.