(R)-2-methyl-5-phenyloxazoline | 1299491-10-3

• 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-methyl-5-phenyloxazoline
• 英文别名: (5R)-2-methyl-5-phenyl-4,5-dihydro-1,3-oxazole
• CAS: 1299491-10-3
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: LZASILNCWXCXGA-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基-5-苯基-噁唑 在 [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) 、 (R,R)-2,2″-bis[(S)-1-diphenylphosphinoethyl]-1,1″-biferrocene 、 氢气 作用下， 以 甲苯 为溶剂， 80.0 ℃ 、5.07 MPa 条件下， 反应 4.0h， 以36%的产率得到(R)-2-methyl-5-phenyloxazoline
  参考文献：
  名称：

  Catalytic Asymmetric Hydrogenation of N-Boc-Imidazoles and Oxazoles

  摘要：

  Substituted imidazoles and oxazoles were respectively hydrogenated into the corresponding chiral imidazolines and oxazolines (up to 99% ee). The highly enantioselective hydrogenation was achieved by using the chiral ruthenium catalyst, which is generated from Ru(eta(3)-methallyl)(2)(cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered aromatic rings containing two or more heteroatoms.

  DOI：

  10.1021/ja201543h

文献信息

• Catalytic Asymmetric Hydrogenation of N-Boc-Imidazoles and Oxazoles
  作者：Ryoichi Kuwano、Nao Kameyama、Ryuhei Ikeda

  DOI：10.1021/ja201543h

  日期：2011.5.18

  Substituted imidazoles and oxazoles were respectively hydrogenated into the corresponding chiral imidazolines and oxazolines (up to 99% ee). The highly enantioselective hydrogenation was achieved by using the chiral ruthenium catalyst, which is generated from Ru(eta(3)-methallyl)(2)(cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered aromatic rings containing two or more heteroatoms.