trans-1-(1-naphthyl)-2-phenylcyclopentane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-1-(1-naphthyl)-2-phenylcyclopentane
• 英文别名: 1-[(1R,2R)-2-phenylcyclopentyl]naphthalene
• 化学式: C₂₁H₂₀
• 分子量: 272.39
• InChiKey: URKWJPVJFUYXMK-PZJWPPBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯基膦酸二乙酯 在 15-冠醚-5 、 sodium 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 生成 trans-1-(1-naphthyl)-2-phenylcyclopentane
  参考文献：
  名称：

  Reductive metalation of 1,2-diaryl-substituted ethenes: synthetic applications

  摘要：

  Reduction of 1,2-diaryl-substituted ethenes with Na metal in dry THF allowed easy access to a variety of 1,2-diaryl-1,2-disodiumethanes. These diorganometallic intermediates were elaborated into the corresponding 1,2-diarylethanes (aqueous work up), or cycloalkylated with 1,3-dichloropropanes. The last reaction led to a highly diastereoselective synthesis of trans-1,2-diaryl-substituted cyclopentanes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.108

文献信息

• Reductive metalation of 1,2-diaryl-substituted ethenes: synthetic applications
  作者：Ugo Azzena、Giovanna Dettori、Caterina Lubinu、Alberto Mannu、Luisa Pisano

  DOI：10.1016/j.tet.2005.06.108

  日期：2005.9

  Reduction of 1,2-diaryl-substituted ethenes with Na metal in dry THF allowed easy access to a variety of 1,2-diaryl-1,2-disodiumethanes. These diorganometallic intermediates were elaborated into the corresponding 1,2-diarylethanes (aqueous work up), or cycloalkylated with 1,3-dichloropropanes. The last reaction led to a highly diastereoselective synthesis of trans-1,2-diaryl-substituted cyclopentanes. (c) 2005 Elsevier Ltd. All rights reserved.