meso-3,4-isopropylidenedioxy-8-oxabicyclo[4.3.0]nonane | 259670-49-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: meso-3,4-isopropylidenedioxy-8-oxabicyclo[4.3.0]nonane
• 英文别名: (3aS,4aS,7aR,8aR)-2,2-dimethyl-3a,4,4a,5,7,7a,8,8a-octahydro-[1,3]dioxolo[4,5-f][2]benzofuran
• CAS: 259670-49-0
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: GSLURQMXPZWXEW-FIRGSJFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  meso-3,4-isopropylidenedioxy-8-oxabicyclo[4.3.0]nonane 在 chiral binaphthyl Mn(salen) complex, Ar = 3,5-F₂C₆H₃ 亚碘酰苯 作用下， 以 氯苯 为溶剂， 反应 36.0h， 以66%的产率得到
  参考文献：
  名称：

  Oxidative desymmetrization of meso-cyclic ethers (2): Recognition of the core structure of substrates of the Mn(salen) catalyst

  摘要：

  Mn(salen) complexes bearing a binaphthyl chiral unit serve as catalysts for oxidative desymmetrization of meso-cyclic ethers. This study revealed that chiral recognition by the complex is strongly influenced by the core structure of substrates and this recognition is adjusted by an appropriate modification of the binaphthyl unit.

  DOI：

  10.1016/s0385-5414(07)00063-9
• 作为产物：
  描述：

  cis-1,2,3,6-tetrahydrophthalic anhydride 在 potassium osmate(VI) 三乙烯二胺 、 lithium aluminium tetrahydride 、 camphor-10-sulfonic acid 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 meso-3,4-isopropylidenedioxy-8-oxabicyclo[4.3.0]nonane
  参考文献：
  名称：

  Application of Oxidative Desymmetrization of meso-Tetrahydrofurans: Syntheses of Functionalized Chiral Building Blocks and of (-)-Alloyohimbane

  摘要：

  DOI：

  10.3987/com-99-s20

文献信息

• Application of Oxidative Desymmetrization of meso-Tetrahydrofurans: Syntheses of Functionalized Chiral Building Blocks and of (-)-Alloyohimbane
  作者：Tsutomu Katsuki、Akio Miyafuji、Katsuji Ito

  DOI：10.3987/com-99-s20

  日期：——
• Oxidative desymmetrization of meso-cyclic ethers (2): Recognition of the core structure of substrates of the Mn(salen) catalyst
  作者：H SUEMATSU、Y TAMURA、H SHITAMA、T KATSUKI

  DOI：10.1016/s0385-5414(07)00063-9

  日期：2007.12.1

  Mn(salen) complexes bearing a binaphthyl chiral unit serve as catalysts for oxidative desymmetrization of meso-cyclic ethers. This study revealed that chiral recognition by the complex is strongly influenced by the core structure of substrates and this recognition is adjusted by an appropriate modification of the binaphthyl unit.