| 1449123-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• CAS: 1449123-40-3
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: YBELVAUYBNBWBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-(2-溴乙基)-1,3-二氧杂环己烷 在 [1,2-bis-(phenylsulfinyl)ethane]palladium(II) acetate 、 (1R,2R)-(-)-[1,2-cyclohexanediamino-N,N′-bis(3,5-di-tert-butylsalicylidene)]chromium(III) fluoride 、 magnesium 、 对苯醌 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 生成 [(3S)-5-(1,3-dioxan-2-yl)pent-1-en-3-yl] acetate 、 2-((3R)-pent-3-acetoxy-4-en-1-yl)-1,3-dioxane 、
  参考文献：
  名称：

  A C–H oxidation approach for streamlining synthesis of chiral polyoxygenated motifs

  摘要：

  Chiral oxygenated molecules are pervasive in natural products and medicinal agents; however, their chemical syntheses often necessitate numerous, wasteful steps involving functional group and oxidation state manipulations. Herein a strategy for synthesizing a readily diversifiable class of chiral building blocks, allylic alcohols, through sequential asymmetric C H activation/resolution is evaluated against the state-of-the-art. The C H oxidation routes' capacity to strategically introduce oxygen into a sequence and thereby minimize non-productive manipulations is demonstrated to effect significant decreases in overall step-count and increases in yield and synthetic flexibility. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.012