(E)-5,6a,7,8,9,10,11,12,13,14,15,16-dodecahydrobenzo[d]cyclotridec[b]pyran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (E)-5,6a,7,8,9,10,11,12,13,14,15,16-dodecahydrobenzo[d]cyclotridec[b]pyran
• 英文别名: (12E)-21-oxatricyclo[11.8.0.014,19]henicosa-12,14,16,18-tetraene
• 化学式: C₂₀H₂₈O
• 分子量: 284.442
• InChiKey: MDFKOILBDUPOIR-XMHGGMMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  cyclotrideca-1,2-diene 、 2-碘苄醇 在 palladium diacetate 、 2,2'-isopropylidenebis<(4R)-4-benzyl-2-oxazoline> silver orthophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 (E)-5,6a,7,8,9,10,11,12,13,14,15,16-dodecahydrobenzo[d]cyclotridec[b]pyran 、 (E)-5,6a,7,8,9,10,11,12,13,14,15,16-dodecahydrobenzo[d]cyclotridec[b]pyran
  参考文献：
  名称：

  Enantioselective, Palladium-Catalyzed Hetero- and Carboannulation of Allenes Using Functionally-Substituted Aryl and Vinylic Iodides

  摘要：

  DOI：

  10.1021/jo00108a002

文献信息

• Enantioselective, Palladium-Catalyzed Hetero- and Carboannulation of Allenes Using Functionally-Substituted Aryl and Vinylic Iodides
  作者：Richard C. Larock、John M. Zenner

  DOI：10.1021/jo00108a002

  日期：1995.2
• Palladium-Catalyzed, Asymmetric Hetero- and Carboannulation of Allenes Using Functionally-Substituted Aryl and Vinylic Iodides
  作者：John M. Zenner、Richard C. Larock

  DOI：10.1021/jo9901992

  日期：1999.10.1

  Aryl and vinylic iodides with a nucleophilic substituent in the ortho or allylic position, respectively, react with 1,2-dienes in the presence of a palladium catalyst and a chiral bisoxazoline ligand to afford five- and six-membered ring heterocycles and carbocycles in good yields and 46-88% enantiomeric excess. The generality of this process has been demonstrated by the use of nucleophilic substituents as varied as tosylamides, alcohols, phenols, carboxylic acids, and stabilized carbanions.