(R)-2-(3-Phenyl-propyl)-tetrahydro-furan | 528840-73-5

• 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: (R)-2-(3-Phenyl-propyl)-tetrahydro-furan
• 英文别名: (2R)-2-(3-phenylpropyl)oxolane
• CAS: 528840-73-5
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: PBXKRPSGIACPQF-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  Acetic acid (R)-1-(3-phenyl-propyl)-4-(toluene-4-sulfonyloxy)-butyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以75%的产率得到(R)-2-(3-Phenyl-propyl)-tetrahydro-furan
  参考文献：
  名称：

  Enantioselective Mercuriocyclization of γ-Hydroxy-cis-alkenes

  摘要：

  Asymmetric mercuriocyclization of gamma-hydroxy-(Z)-alkenes has been achieved using Hg(II) complexed with tartrate-derived 4-(2-naphthyl)bisoxazoline as chiral ligand to give rise to 2-monosubstituted tetrahydrofurans in 86-95% ee. Not only the linker connecting two oxazolines but also their 4-substituents were found crucial for high enantioselectivity. In addition, tuning the ketal protecting group of tartrate as well as adding MeOH and K(2)CO(3) worked beneficially.

  DOI：

  10.1021/ja029777d

文献信息

• Catalytic Asymmetric Mercuriocyclization of ?-Hydroxy-cis-Alkenes
  作者：Sung Ho Kang、Mihyong Kim、Suk Youn Kang

  DOI：10.1002/anie.200461289

  日期：2004.11.19
• Enantioselective Mercuriocyclization of γ-Hydroxy-<i>cis</i>-alkenes
  作者：Sung Ho Kang、Mihyong Kim

  DOI：10.1021/ja029777d

  日期：2003.4.1

  Asymmetric mercuriocyclization of gamma-hydroxy-(Z)-alkenes has been achieved using Hg(II) complexed with tartrate-derived 4-(2-naphthyl)bisoxazoline as chiral ligand to give rise to 2-monosubstituted tetrahydrofurans in 86-95% ee. Not only the linker connecting two oxazolines but also their 4-substituents were found crucial for high enantioselectivity. In addition, tuning the ketal protecting group of tartrate as well as adding MeOH and K(2)CO(3) worked beneficially.