4-oxononan-2-yl acetate | 1422199-86-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-oxononan-2-yl acetate
• 英文别名: 4-Oxononan-2-yl acetate
• CAS: 1422199-86-7
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: YIDSIUPBIBMILM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反式-2-癸烯醇 在 叔丁基过氧化氢 、 4-二甲氨基吡啶 、 silver hexafluoroantimonate 、 二氯[2-(4,5-二氢-2-噁唑基)喹啉]钯(II) 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 4-oxononan-2-yl acetate
  参考文献：
  名称：

  Wacker-Type Oxidation of Internal Alkenes using Pd(Quinox) and TBHP

  摘要：

  The Pd-catalyzed TBHP-mediated Wacker-type oxidation of internal alkenes is reported. The reaction uses 2(4,5-dihydro-2-oxazolyl)quinoline (Quinox) as ligand and TBHP(aq) as oxidant to deliver single ketone constitutional isomer products in a predictable fashion from electronically biased olefins. This methodology is showcased through its application on an advanced intermediate in the total synthesis of the antimalarial drug artemisinin.

  DOI：

  10.1021/jo302638v

文献信息

• Wacker-Type Oxidation of Internal Alkenes using Pd(Quinox) and TBHP
  作者：Ryan J. DeLuca、Jennifer L. Edwards、Laura D. Steffens、Brian W. Michel、Xiaoxiao Qiao、Chunyin Zhu、Silas P. Cook、Matthew S. Sigman

  DOI：10.1021/jo302638v

  日期：2013.2.15

  The Pd-catalyzed TBHP-mediated Wacker-type oxidation of internal alkenes is reported. The reaction uses 2(4,5-dihydro-2-oxazolyl)quinoline (Quinox) as ligand and TBHP(aq) as oxidant to deliver single ketone constitutional isomer products in a predictable fashion from electronically biased olefins. This methodology is showcased through its application on an advanced intermediate in the total synthesis of the antimalarial drug artemisinin.