(R)-2-(N-phenylaminooxy)-3,3-dimethyl-butan-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 英文名称: (R)-2-(N-phenylaminooxy)-3,3-dimethyl-butan-1-ol
• 英文别名: (2R)-2-anilinooxy-3,3-dimethylbutan-1-ol
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: FXCYBKBKGGURNA-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3-二甲基丁醛 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 1.33h， 生成 (R)-2-(N-phenylaminooxy)-3,3-dimethyl-butan-1-ol
  参考文献：
  名称：

  Highly Enantioselective α-Aminoxylation of Aldehydes and Ketones with a Polymer-Supported Organocatalyst

  摘要：

  The first catalytic enantioselective alpha-aminoxylation of aldehydes and ketones using an insoluble, polymer-supported organocatalyst (1) derived from trans-4-hydroxyproline is reported (ee: 96-99%). Reaction rates in the aminoxylation of cyclic ketones with 1 are higher than those reported with L-proline. The insoluble nature of 1 simplifies workup conditions and allows catalyst recycling without an apparent decrease in enantioselectivity or yield.

  DOI：

  10.1021/ol070526p

文献信息

• Highly Enantioselective α-Aminoxylation of Aldehydes and Ketones with a Polymer-Supported Organocatalyst
  作者：Daniel Font、Amaia Bastero、Sonia Sayalero、Ciril Jimeno、Miquel A. Pericàs

  DOI：10.1021/ol070526p

  日期：2007.5.1

  The first catalytic enantioselective alpha-aminoxylation of aldehydes and ketones using an insoluble, polymer-supported organocatalyst (1) derived from trans-4-hydroxyproline is reported (ee: 96-99%). Reaction rates in the aminoxylation of cyclic ketones with 1 are higher than those reported with L-proline. The insoluble nature of 1 simplifies workup conditions and allows catalyst recycling without an apparent decrease in enantioselectivity or yield.