(E)-5-Methyl-1,3-diphenyl-4-nonen-1-one | 128459-03-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (E)-5-Methyl-1,3-diphenyl-4-nonen-1-one
• 英文别名: (E)-5-methyl-1,3-diphenylnon-4-en-1-one
• CAS: 128459-03-0
• 化学式: C₂₂H₂₆O
• 分子量: 306.448
• InChiKey: QLCKDNYSVCXOIG-FBMGVBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-(2-methyl-1-hexenyl)diisopropoxyborane 、 反式-查耳酮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以69%的产率得到(E)-5-Methyl-1,3-diphenyl-4-nonen-1-one
  参考文献：
  名称：

  Bf3 etherate mediated 1,4-addition of 1-alkenyldialkoxyboranes to α,β-unsaturated ketones. A stereoselective synthesis of γ, δ-Unsaturated ketones

  摘要：

  DOI：

  10.1016/s0040-4039(00)94383-1

文献信息

• Transmetalation reactions of alkenylalanes: copper-catalyzed conjugate addition to enones
  作者：Peter Wipf、Jacqueline H. Smitrovich、Choong Woon Moon

  DOI：10.1021/jo00037a040

  日期：1992.5

  An improved synthetic strategy for the in situ preparation of vinyl cuprates from alkynes is presented and used for the stereospecific synthesis of di-, tri-, and tetrasubstituted olefin& Hydroalumination or Cp2ZrCl2-catalyzed carboalumination of alkynes, followed by in situ transmetalation to bis-alkynyl-copper complex [(C4H9C = C)2CuCN]Li2 and addition of enones, led to the isolation of 1,4-addition products in high yields. Stoichiometric or catalytic amounts of copper complex gave similar results. However, in the presence of less than 10 mol % of Cu(I) complex, side products were formed and a significant drop in the yield of the desired conjugate addition product was observed. An ate-transfer mechanism is postulated for the rapid exchange of vinyl ligands from AI(III) to Cu(I) at low temperatures.
• HARA, SHOJI;HYUGA, SATOSHI;AOYAMA, MASATAKA;SATO, MICHIHIKO;SUZUKI, AKIRA, TETRAHEDRON LETT., 31,(1990) N, C. 247-250
  作者：HARA, SHOJI、HYUGA, SATOSHI、AOYAMA, MASATAKA、SATO, MICHIHIKO、SUZUKI, AKIRA

  DOI：——

  日期：——
• Bf3 etherate mediated 1,4-addition of 1-alkenyldialkoxyboranes to α,β-unsaturated ketones. A stereoselective synthesis of γ, δ-Unsaturated ketones
  作者：Shoji Hara、Satoshi Hyuga、Masataka Aoyama、Michihiko Sato、Akira Suzuki

  DOI：10.1016/s0040-4039(00)94383-1

  日期：1990.1