4-(oxan-2-yloxy)-N-prop-2-enylbutan-1-imine | 155193-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 4-(oxan-2-yloxy)-N-prop-2-enylbutan-1-imine
• CAS: 155193-10-5
• 化学式: C₁₂H₂₁NO₂
• 分子量: 211.304
• InChiKey: XLIHKGXOPCBQKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(oxan-2-yloxy)-N-prop-2-enylbutan-1-imine 在 N-甲基吗啉 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 正丁基锂 、 cerium(III) chloride 、 偶氮二异丁腈 、 四溴化碳 、 三氟化硼乙醚 、 三正丁基氢锡 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 苯 为溶剂， 反应 60.0h， 生成 (3aα,5aβ,7α,8α,8aR^*)-4-Ethyldecahydro-8-phenyldicyclopentapyrrol-7-ol
  参考文献：
  名称：

  Formation of Angularly-Fused Triquinanes by Successive Use of the Pauson-Khand Reaction and Radical Closure

  摘要：

  Angularly-fused triquinanes (see Table 1) are accessible by sequential use of the Pauson-Khand reaction and radical cyclization. The Pauson-Khand step works in the presence of homolyzable bonds, such as C-Br and C-SePh. The method seems best suited to the preparation of triquinanes containing heteroatoms, as the starting materials are then easily made. In one case the radical closure step (15 --> 16 and 17) generated two five-membered rings fused in a trans manner; this stereochemistry was confirmed by X-ray analysis of the crystalline product.

  DOI：

  10.1021/jo00085a032
• 作为产物：
  描述：

  4-(四氢-2H-吡喃-2-基氧基)丁醛 、 丙烯胺 以 苯 为溶剂， 以42%的产率得到4-(oxan-2-yloxy)-N-prop-2-enylbutan-1-imine
  参考文献：
  名称：

  Formation of Angularly-Fused Triquinanes by Successive Use of the Pauson-Khand Reaction and Radical Closure

  摘要：

  Angularly-fused triquinanes (see Table 1) are accessible by sequential use of the Pauson-Khand reaction and radical cyclization. The Pauson-Khand step works in the presence of homolyzable bonds, such as C-Br and C-SePh. The method seems best suited to the preparation of triquinanes containing heteroatoms, as the starting materials are then easily made. In one case the radical closure step (15 --> 16 and 17) generated two five-membered rings fused in a trans manner; this stereochemistry was confirmed by X-ray analysis of the crystalline product.

  DOI：

  10.1021/jo00085a032

文献信息

• Formation of Angularly-Fused Triquinanes by Successive Use of the Pauson-Khand Reaction and Radical Closure
  作者：Derrick L. J. Clive、Derek C. Cole、Yong Tao

  DOI：10.1021/jo00085a032

  日期：1994.3

  Angularly-fused triquinanes (see Table 1) are accessible by sequential use of the Pauson-Khand reaction and radical cyclization. The Pauson-Khand step works in the presence of homolyzable bonds, such as C-Br and C-SePh. The method seems best suited to the preparation of triquinanes containing heteroatoms, as the starting materials are then easily made. In one case the radical closure step (15 --> 16 and 17) generated two five-membered rings fused in a trans manner; this stereochemistry was confirmed by X-ray analysis of the crystalline product.