(1a'S,7b'S)-6'-nitro-1a',7b'-dihydrospiro[cyclohexane-1,2'-oxireno[2,3-c]chromene] | 1215023-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (1a'S,7b'S)-6'-nitro-1a',7b'-dihydrospiro[cyclohexane-1,2'-oxireno[2,3-c]chromene]
• 英文别名: (1aS,7bS)-6-nitrospiro[1a,7b-dihydrooxireno[2,3-c]chromene-2,1'-cyclohexane]
• CAS: 1215023-93-0
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: MCKXJUFFKKLREJ-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-氯-1-乙炔基-环己烷 在 manganese(II) triflate 、 N1,N2-Bis(2-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)phenyl)benzene-1,2-diamine 、 双氧水 、 potassium carbonate 、 溶剂黄146 、 sodium iodide 作用下， 以 N,N-二甲基苯胺 、 丙酮 、 乙腈 为溶剂， 反应 76.0h， 生成 (1a'S,7b'S)-6'-nitro-1a',7b'-dihydrospiro[cyclohexane-1,2'-oxireno[2,3-c]chromene]
  参考文献：
  名称：

  Asymmetric Epoxidation of Alkenes Catalyzed by a Porphyrin-Inspired Manganese Complex

  摘要：

  A novel strategy for catalytic asymmetric epoxidation of a wide variety of olefins by a porphyrin-inspired chiral manganese complex using H2O2 as a terminal oxidant in excellent yield with up to greater than 99% ee has been successfully developed.

  DOI：

  10.1021/ol401812h

文献信息

• Asymmetric Counteranion-Directed Transition-Metal Catalysis: Enantioselective Epoxidation of Alkenes with Manganese(III) Salen Phosphate Complexes
  作者：Saihu Liao、Benjamin List

  DOI：10.1002/anie.200905332

  日期：2010.1.12

  Paired up: A highly active and enantioselective ion‐pair epoxidation catalyst, consisting of an achiral MnIII–salen complex and a chiral phosphate counteranion, mediates the epoxidization of a wide range of alkenes with high yields and enantioselectivities (see scheme). The unique role of the counteranion is to stabilize an enantiomorphic conformation of the cationic Mn catalyst.

  配对：高活性和对映选择性离子对环氧化催化剂，由非手性Mn III -salen配合物和手性磷酸抗衡阴离子组成，可介导高产率和对映选择性的多种烯烃的环氧化。抗衡阴离子的独特作用是稳定阳离子Mn催化剂的对映体构象。
• Asymmetric Epoxidation of Alkenes Catalyzed by a Porphyrin-Inspired Manganese Complex
  作者：Wen Dai、Jun Li、Guosong Li、Hua Yang、Lianyue Wang、Shuang Gao

  DOI：10.1021/ol401812h

  日期：2013.8.16

  A novel strategy for catalytic asymmetric epoxidation of a wide variety of olefins by a porphyrin-inspired chiral manganese complex using H2O2 as a terminal oxidant in excellent yield with up to greater than 99% ee has been successfully developed.