2-(4-Bromophenyl)-2-methoxycyclohexan-1-one | 1070898-70-2

• 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: 2-(4-Bromophenyl)-2-methoxycyclohexan-1-one
• CAS: 1070898-70-2
• 化学式: C₁₃H₁₅BrO₂
• 分子量: 283.165
• InChiKey: OYFRJGLJXSDJJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-Bromophenyl)-2-methoxycyclohexan-1-one 、 苯甲醛 在 六甲基磷酰三胺 、 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  Rapid assembly of anti-1,3-diol units with 2-quaternary carbon stereocenter via samarium diiodide-promoted tandem Aldol/Evans-Tishchenko reaction

  摘要：

  An efficient and practical method for highly diastereoselective synthesis of 2-quaternary anti-1,3-diol units With three adjacent stereogenic carbon centers has been developed. The reactions proceed regiospecifically at room temperature via samarium diiodide-promoted tandem Aldol condensation and Evans-Tishchenko reduction. The relative stereochemistry of the resulting 1,3-diol monoesters is identified by X-ray crystallography. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.104

文献信息

• Samarium diiodide-promoted electrophilic amination of ketone enolates: efficient synthesis of quaternary carbon-containing α-aminated ketones
  作者：Xing-Wen Sun、Wei Wang、Ming-Hua Xu、Guo-Qiang Lin

  DOI：10.1016/j.tetlet.2008.07.123

  日期：2008.9

  An efficient and practical electrophilic amination method that allows the preparation of useful quaternary carbon-containing alpha-aminoketones was developed. The reaction proceeds regiospecifically via a samarium enolate intermediate at room temperature in the presence of mild reducing agent SmI2. Unlike the most reported lithium enolate cases, this new amination method does not require the use of strong base such as BuLi or LDA. (C) 2008 Elsevier Ltd. All rights reserved.
• Rapid assembly of anti-1,3-diol units with 2-quaternary carbon stereocenter via samarium diiodide-promoted tandem Aldol/Evans-Tishchenko reaction
  作者：Xing-Wen Sun、Ming-Hua Xu、Guo-Qiang Lin

  DOI：10.1016/j.tetlet.2009.02.104

  日期：2009.7

  An efficient and practical method for highly diastereoselective synthesis of 2-quaternary anti-1,3-diol units With three adjacent stereogenic carbon centers has been developed. The reactions proceed regiospecifically at room temperature via samarium diiodide-promoted tandem Aldol condensation and Evans-Tishchenko reduction. The relative stereochemistry of the resulting 1,3-diol monoesters is identified by X-ray crystallography. (C) 2009 Elsevier Ltd. All rights reserved.