tricarbonyl-[1-(η6-3,5-dimethoxy-4-trimethylsilylphenyl)methyldiethylphosphonate]chromium(0) | 495418-49-0

• 英文名称: tricarbonyl-[1-(η6-3,5-dimethoxy-4-trimethylsilylphenyl)methyldiethylphosphonate]chromium(0)
• CAS: 495418-49-0
• 化学式: C₁₉H₂₉CrO₈PSi
• 分子量: 496.49
• InChiKey: KAQCDJLBMGTDCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  tricarbonyl-[1-(η6-3,5-dimethoxy-4-trimethylsilylphenyl)methyldiethylphosphonate]chromium(0) 、 对苯二甲醛 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以80%的产率得到tricarbonyl-[1-(η6-3,5-dimethoxy-4-trimethylsilylphenyl)-2-(4'-methoxyphenyl)ethylene]chromium(0)
  参考文献：
  名称：

  Application of Chromium-Arene Complexes in the Organic Synthesis. Efficient Synthesis of Stilbene Phytoalexins

  摘要：

  Planar chiral eta(6)-arene-Cr(CO)(3) complexes represent highly valuable building blocks for the diastereo- and enantioselective synthesis. Their employment as synthons offer new and unique opportunities for the stereoselective multistep synthesis of complex natural products. The strategy of novel efficient synthesis of stilbene phytoalexins was based on arene chromium chemistry and the chemical and stereochemical effects of the metal unit on the reactivity of complexed arene ligand and stereochemical features of such compounds. Two variants for the construction of the trans-stilbene and diarylethanol framework via facilitated benzylic deprotonation of an eta(6)-benzene-Cr(CO)(3) complex and subsequent coupling with para-anisaidehyde in an aldol-type or a Wittig-Horner reaction were suggested.

  DOI：

  10.1023/b:ruco.0000022800.70211.7d
• 作为产物：
  描述：

  tricarbonyl-[η6-1,3-dimethoxy-5-methyl-2-trimethylsilylbenzene]chromium(0) 、 氯磷酸二乙酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以59%的产率得到tricarbonyl-[1-(η6-3,5-dimethoxy-4-trimethylsilylphenyl)methyldiethylphosphonate]chromium(0)
  参考文献：
  名称：

  Application of Chromium-Arene Complexes in the Organic Synthesis. Efficient Synthesis of Stilbene Phytoalexins

  摘要：

  Planar chiral eta(6)-arene-Cr(CO)(3) complexes represent highly valuable building blocks for the diastereo- and enantioselective synthesis. Their employment as synthons offer new and unique opportunities for the stereoselective multistep synthesis of complex natural products. The strategy of novel efficient synthesis of stilbene phytoalexins was based on arene chromium chemistry and the chemical and stereochemical effects of the metal unit on the reactivity of complexed arene ligand and stereochemical features of such compounds. Two variants for the construction of the trans-stilbene and diarylethanol framework via facilitated benzylic deprotonation of an eta(6)-benzene-Cr(CO)(3) complex and subsequent coupling with para-anisaidehyde in an aldol-type or a Wittig-Horner reaction were suggested.

  DOI：

  10.1023/b:ruco.0000022800.70211.7d