7-[(2S)-2-methylbutoxy]bicyclo[3.2.0]hepta-3,6-dien-2-one | 307558-40-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-[(2S)-2-methylbutoxy]bicyclo[3.2.0]hepta-3,6-dien-2-one
• CAS: 307558-40-3
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: WMJHNKGDFMZTQA-QTZUAFFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-tropolone-2-methylbutyl ether 在 去甲麻黄碱 作用下， 以 戊醇 、 水 为溶剂， 反应 48.0h， 生成 7-[(2S)-2-methylbutoxy]bicyclo[3.2.0]hepta-3,6-dien-2-one 、 1-[(2S)-2-methylbutoxy]bicyclo[3.2.0]hepta-3,6-dien-2-one
  参考文献：
  名称：

  Enhanced Stereoselectivity in Photoelectrocyclization of Tropolone Ethers via Confinement in Chiral Inductor-Modified Lyotropic Liquid Crystals

  摘要：

  Photochemistry of tropolone methyl ether (1) and optically pure (S)-tropolone-2-methylbutyl ether (4) has been examined in lyotropic liquid crystals (LCs) in the presence of a chiral inductor. LCs significantly enhance the influence of chiral inductors during the photoelectrocyclization of the tropolone ethers. Chiral inductors that lead to 1:1 mixtures of enantiomers or diastereomers in solution give products in up to 40% enantiomeric excess for 1 and 35% diastereomeric excess for 4 in LCs.

  DOI：

  10.1021/ol800362c

文献信息

• Enhanced Stereoselectivity in Photoelectrocyclization of Tropolone Ethers via Confinement in Chiral Inductor-Modified Lyotropic Liquid Crystals
  作者：Feng-Feng Lv、Bin Chen、Li-Zhu Wu、Li-Ping Zhang、Chen-Ho Tung

  DOI：10.1021/ol800362c

  日期：2008.8.21

  Photochemistry of tropolone methyl ether (1) and optically pure (S)-tropolone-2-methylbutyl ether (4) has been examined in lyotropic liquid crystals (LCs) in the presence of a chiral inductor. LCs significantly enhance the influence of chiral inductors during the photoelectrocyclization of the tropolone ethers. Chiral inductors that lead to 1:1 mixtures of enantiomers or diastereomers in solution give products in up to 40% enantiomeric excess for 1 and 35% diastereomeric excess for 4 in LCs.