2-((10-camphorsulfonyl)oxy)-1-phenyl-1-propanone | 87456-38-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((10-camphorsulfonyl)oxy)-1-phenyl-1-propanone
• 英文别名: 2-(camphorsulfonyl)propiophenone；(1-oxo-1-phenylpropan-2-yl) [(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonate
• CAS: 87456-38-0
• 化学式: C₁₉H₂₄O₅S
• 分子量: 364.463
• InChiKey: WJYVEQPDMFPSIX-NWLOPNIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  77.51
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  D(+)-10-樟脑磺酸 在 水 作用下， 以 乙腈 为溶剂， 反应 1.25h， 生成 2-((10-camphorsulfonyl)oxy)-1-phenyl-1-propanone
  参考文献：
  名称：

  Preparation of [hydroxy(((+)-10-camphorsulfonyl)oxy)iodo]benzene and its reactivity toward carbonyl compounds

  摘要：

  DOI：

  10.1021/jo00288a053

文献信息

• Catalytic Enantioselective α-Oxysulfonylation of Ketones Mediated by Iodoarenes
  作者：Sabine M. Altermann、Robert D. Richardson、T. Keri Page、Ruth K. Schmidt、Edward Holland、Umal Mohammed、Shauna M. Paradine、Andrew N. French、Christine Richter、A. Masih Bahar、Bernhard Witulski、Thomas Wirth

  DOI：10.1002/ejoc.200800741

  日期：2008.11

  alpha-oxysulfonylation of ketones catalysed by enantioenriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective organocatalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation

  据报道，使用 mCPBA 作为化学计量氧化剂，由富含对映体的碘芳烃催化的酮的 α-氧磺酰化以良好的产率和适度的对映选择性得到有用的合成中间体。我们相信这是涉及高价碘试剂的对映选择性有机催化反应的第一份报告，这将为氧化反应的对映选择性有机催化开辟一个新领域。
• Enantioselective α-tosyloxylation of ketones catalyzed by spirobiindane scaffold-based chiral iodoarenes
  作者：Jun Yu、Jian Cui、Xue-Sen Hou、Shan-Shan Liu、Wen-Chao Gao、Shan Jiang、Jun Tian、Chi Zhang

  DOI：10.1016/j.tetasy.2011.12.003

  日期：2011.12

  Enantiomerically pure iodoarene (S)-2 and its derivatives (S)-3 to (S)-18 with a spirobiindane scaffold have been synthesized. The evaluation of these new chiral iodoarenes as catalysts in the enantioselective alpha-tosyloxylation of ketones was performed using m-CPBA as a stoichiometric oxidant, and the synthetically useful alpha-tosyloxylated ketones were obtained in up to 58% enantiomeric excess (ee). (C) 2011 Elsevier Ltd. All rights reserved.
• HATZIGRIGORIOU, EVANGELIA;VARVOGLIS, ANASTASIOS;BAKOLA-CHRISTIANOPOULOU, +, J. ORG. CHEM., 55,(1990) N, C. 315-318
  作者：HATZIGRIGORIOU, EVANGELIA、VARVOGLIS, ANASTASIOS、BAKOLA-CHRISTIANOPOULOU, +

  DOI：——

  日期：——