(-)-adunctin E

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (-)-adunctin E
• 化学式: C₂₆H₃₂O₆
• 分子量: 440.536
• InChiKey: AUAUCPYJLCFRST-KTLUACOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (-)-胡椒酮 在 cerium(III) chloride heptahydrate 、 三氟化硼乙醚 、 氧气 、 rose bengal 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.42h， 生成 (-)-adunctin E
  参考文献：
  名称：

  Enantioselective Total Syntheses of (+)-Hostmanin A, (−)-Linderol A, (+)-Methyllinderatin and Structural Reassignment of Adunctin E

  摘要：

  A one-step protocol has been developed for the enantioselective synthesis of hexahydrodibenzofuran derivatives using a modified Friedel-Crafts reaction. The developed method was applied to the synthesis of a series of natural products including (+)-hostmanin A, (+)-methyllinderatin, and (-)-linderol A. The synthetic and spectroscopic data investigations led to the structural. reassignment of natural product adunctin E, which was further confirmed by single-crystal X-ray analysis.

  DOI：

  10.1021/acs.joc.5b00331

文献信息

• Enantioselective Total Syntheses of (+)-Hostmanin A, (−)-Linderol A, (+)-Methyllinderatin and Structural Reassignment of Adunctin E
  作者：Dattatraya H. Dethe、Balu D. Dherange

  DOI：10.1021/acs.joc.5b00331

  日期：2015.5.1

  A one-step protocol has been developed for the enantioselective synthesis of hexahydrodibenzofuran derivatives using a modified Friedel-Crafts reaction. The developed method was applied to the synthesis of a series of natural products including (+)-hostmanin A, (+)-methyllinderatin, and (-)-linderol A. The synthetic and spectroscopic data investigations led to the structural. reassignment of natural product adunctin E, which was further confirmed by single-crystal X-ray analysis.