(S)-1-(2-hydroxy-1-naphthyl)ethanol | 1427565-83-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-1-(2-hydroxy-1-naphthyl)ethanol
• 英文别名: (s)-1-(1-Hydroxyethyl)naphthalen-2-ol；1-[(1S)-1-hydroxyethyl]naphthalen-2-ol
• CAS: 1427565-83-0
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: VSRKMRHVEZMOOP-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-1-(2-hydroxy-1-naphthyl)ethanol 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 (S)-1-(2-Methoxy-(1)-naphthyl)ethanol
  参考文献：
  名称：

  Asymmetric Transfer Hydrogenation of 1-Naphthyl Ketones by an ansa-Ru(II) Complex of a DPEN-SO₂N(Me)-(CH₂)₂(η⁶-p-Tol) Combined Ligand

  摘要：

  The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyI)-tethered (DPEN-k(2)N,N)/n(6)toluene hybrid ligand Is introduced. Using an SIC 1000 in HCO2H Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.

  DOI：

  10.1021/ol400393j
• 作为产物：
  描述：

  1-乙酰基-2-萘酚 在 (1S,2S)-N-{N-methyl-N-[2-(η⁶-p-tolyl)ethyl]sulfamoyl}-1,2-diphenylethylenediamine hydrochloride ruthenium(II) dichloride dimer 作用下， 反应 22.0h， 以100%的产率得到(S)-1-(2-hydroxy-1-naphthyl)ethanol
  参考文献：
  名称：

  Asymmetric Transfer Hydrogenation of 1-Naphthyl Ketones by an ansa-Ru(II) Complex of a DPEN-SO₂N(Me)-(CH₂)₂(η⁶-p-Tol) Combined Ligand

  摘要：

  The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyI)-tethered (DPEN-k(2)N,N)/n(6)toluene hybrid ligand Is introduced. Using an SIC 1000 in HCO2H Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.

  DOI：

  10.1021/ol400393j

文献信息

• Asymmetric Transfer Hydrogenation of 1-Naphthyl Ketones by an <i>ansa</i>-Ru(II) Complex of a DPEN-SO₂N(Me)-(CH₂)₂(η⁶-<i>p</i>-Tol) Combined Ligand
  作者：Andrea Kišić、Michel Stephan、Barbara Mohar

  DOI：10.1021/ol400393j

  日期：2013.4.5

  The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyI)-tethered (DPEN-k(2)N,N)/n(6)toluene hybrid ligand Is introduced. Using an SIC 1000 in HCO2H Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.