1,4-bis[4-(tert-butoxycarbonyl)phenyl]-1,4-butanedione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis[4-(tert-butoxycarbonyl)phenyl]-1,4-butanedione
• 英文别名: Tert-butyl 4-[4-[4-[(2-methylpropan-2-yl)oxycarbonyl]phenyl]-4-oxobutanoyl]benzoate
• 化学式: C₂₆H₃₀O₆
• 分子量: 438.521
• InChiKey: DYIQIJKLGZOFLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  丙基溴化镁 、 1,4-bis[4-(tert-butoxycarbonyl)phenyl]-1,4-butanedione 在 二氯二茂锆 作用下， 以 苯 为溶剂， 以62%的产率得到tert-butyl 4-[1,4-dihydroxy-4-[4-[(2-methylpropan-2-yl)oxycarbonyl]phenyl]hept-6-enyl]benzoate
  参考文献：
  名称：

  1,4-二酮与锆茂-烯烃复合物的非对映选择性串联还原-烯丙基化反应。

  摘要：

  DOI：

  10.1002/anie.200351480

文献信息

• Transformation of Zirconocene−Olefin Complexes into Zirconocene Allyl Hydride and Their Use as Dual Nucleophilic Reagents:  Reactions with Acid Chloride and 1,4-Diketone
  作者：Kazuya Fujita、Hideki Yorimitsu、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1021/ja049184y

  日期：2004.6.1

  Zirconocene-olefin complexes Cp2Zr(H2C=CHR), prepared in benzene-THF at 0 degreesC, react with acid chlorides to provide homoallylic alcohols. The key is an equilibrium between the zirconocene-olefin complexes and the corresponding zirconocene allyl hydride complexes via allylic C-H bond cleavage of the coordinating alkenes. Furthermore, the zirconocene-olefin complexes are also available for the reaction with 1,4-diketone to afford anti-1,4-diols with excellent diastereoselectivity. Thus, Cp2Zr(H2C CHR) serves as a donor of both hydride and an allylic group. These reactions also proceed efficiently by using zirconocene-olefin complexes, derived from Cp2ZrCl2, Mg metal, and 1-alkenes.
• Highly Diastereoselective Tandem Reduction–Allylation Reactions of 1,4-Diketones with Zirconocene–Olefin Complexes
  作者：Kazuya Fujita、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1002/anie.200351480

  日期：2003.6.6