(R)-2-(4-methoxyphenyl)-1-oxopropan-2-yl benzoate | 1393802-68-0

• 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-(4-methoxyphenyl)-1-oxopropan-2-yl benzoate
• 英文别名: [(2R)-2-(4-methoxyphenyl)-1-oxopropan-2-yl] benzoate
• CAS: 1393802-68-0
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: KGVXCSDEMSQAJJ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基苯基)丙醛 、 过氧化苯甲酰 在 奎宁胺 、 (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-2-(4-methoxyphenyl)-1-oxopropan-2-yl benzoate 、 (S)-2-(4-methoxyphenyl)-1-oxopropan-2-yl benzoate
  参考文献：
  名称：

  Organocatalytic asymmetric α-benzoyloxylation of α-branched aldehydes and enals: a useful approach to oxygenated quaternary stereocenters

  摘要：

  Direct asymmetric alpha-benzoyloxylation of alpha-branched aldehydes and alpha-branched enals via enamine and dienamine catalysis was used to construct quaternary oxygenated stereocenters with good yields and moderate to good enantioselectivity. This method uses an inexpensive and readily available cinchona alkaloid-derived primary amine as the catalyst, benzoyl peroxide as the oxygen source, and stoichiometric amounts of the aldehyde substrates, providing simple metal-free access to valuable protected 2-hydroxyaldehyde derivatives. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.06.043

文献信息

• Organocatalytic asymmetric α-benzoyloxylation of α-branched aldehydes and enals: a useful approach to oxygenated quaternary stereocenters
  作者：Nicolas Demoulin、Olga Lifchits、Benjamin List

  DOI：10.1016/j.tet.2012.06.043

  日期：2012.9

  Direct asymmetric alpha-benzoyloxylation of alpha-branched aldehydes and alpha-branched enals via enamine and dienamine catalysis was used to construct quaternary oxygenated stereocenters with good yields and moderate to good enantioselectivity. This method uses an inexpensive and readily available cinchona alkaloid-derived primary amine as the catalyst, benzoyl peroxide as the oxygen source, and stoichiometric amounts of the aldehyde substrates, providing simple metal-free access to valuable protected 2-hydroxyaldehyde derivatives. (C) 2012 Published by Elsevier Ltd.