(1S,2S,4R,5R)-2,4-Diphenyl-bicyclo[3.2.1]oct-6-en-3-one | 14045-50-2

• 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: (1S,2S,4R,5R)-2,4-Diphenyl-bicyclo[3.2.1]oct-6-en-3-one
• 英文别名: (1R,2R,4S,5S)-2,4-diphenylbicyclo[3.2.1]oct-6-en-3-one
• CAS: 14045-50-2
• 化学式: C₂₀H₁₈O
• 分子量: 274.362
• InChiKey: UTGZUWWUUHDRNH-QGFMHUBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S,2S,4R,5R)-2,4-Diphenyl-bicyclo[3.2.1]oct-6-en-3-one 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 生成 (1R,2S,4R,5S)-2,4-Diphenyl-bicyclo[3.2.1]octan-3-one
  参考文献：
  名称：

  Effect of stabilizing groups on the extent of long range .pi. electron participation in carbanions

  摘要：

  DOI：

  10.1021/ja00857a055
• 作为产物：
  描述：

  1,3-二溴-1,3-二苯基丙烷-2-酮 、 环戊二烯 在 铜 、 sodium iodide 作用下， 以 水 为溶剂， 反应 12.0h， 以31%的产率得到(1S,2S,4R,5R)-2,4-Diphenyl-bicyclo[3.2.1]oct-6-en-3-one
  参考文献：
  名称：

  Water-Promoted Reactions : Generation of Oxyallyl Intermediates and their [4+3] Cycloadditions with Furan and Cyclopentadiene. Facile Access to Bridged-cycloheptenones

  摘要：

  alpha,alpha'-dibromo ketones in the presence of iron powder, or alpha-chloro ketones in the presence of triethylamine, have been shown to react very easily with furan or cyclopentadiene when water was used as solvent. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10156-3

文献信息

• Effect of stabilizing groups on the extent of long range .pi. electron participation in carbanions
  作者：G. B. Trimitsis、A. Tuncay

  DOI：10.1021/ja00857a055

  日期：1975.11
• Water-Promoted Reactions : Generation of Oxyallyl Intermediates and their [4+3] Cycloadditions with Furan and Cyclopentadiene. Facile Access to Bridged-cycloheptenones
  作者：André Lubineau、Giliane Bouchain

  DOI：10.1016/s0040-4039(97)10156-3

  日期：1997.11

  alpha,alpha'-dibromo ketones in the presence of iron powder, or alpha-chloro ketones in the presence of triethylamine, have been shown to react very easily with furan or cyclopentadiene when water was used as solvent. (C) 1997 Published by Elsevier Science Ltd.