{(1R,6R)-5,5,10,10-tetraphenyl-3,8-bis(4-acetylphenyl)-2,4,7,9-tetraoxa-3,8-diboro-bicyclo[4.4.0]decane} | 1103686-63-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: {(1R,6R)-5,5,10,10-tetraphenyl-3,8-bis(4-acetylphenyl)-2,4,7,9-tetraoxa-3,8-diboro-bicyclo[4.4.0]decane}
• 英文别名: 1-[4-[(4aR,8aR)-2-(4-acetylphenyl)-4,4,8,8-tetraphenyl-4a,8a-dihydro-[1,3,2]dioxaborinino[5,4-d][1,3,2]dioxaborinin-6-yl]phenyl]ethanone
• CAS: 1103686-63-0
• 化学式: C₄₄H₃₆B₂O₆
• 分子量: 682.388
• InChiKey: IXMIDVPYJLEWCN-NCRNUEESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {(1R,6R)-5,5,10,10-tetraphenyl-3,8-bis(4-acetylphenyl)-2,4,7,9-tetraoxa-3,8-diboro-bicyclo[4.4.0]decane} 在 lithium aluminium tetrahydride 作用下， 生成 {(1R,6R)-5,5,10,10-tetraphenyl-3,8-bis(4-(1-hydroxyethyl)phenyl)-2,4,7,9-tetraoxa-3,8-diborobicyclo[4.4.0]decane}
  参考文献：
  名称：

  Selective 1,3-cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols: versatile preparation, structural characterization, and properties of chiral cyclic boron-containing bifunctional Lewis acids

  摘要：

  The selective cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols was investigated, and a general preparation of chiral cyclic boron-containing bifunctional Lewis acids was discovered. Compounds (2R,3R)- or (2S,3S)-1,1,4,4-tetrasubstituted butanetetraols were reacted with ArB(OH)(2) at reflux in toluene, or THF, or under solvent-free condition to furnish tricoordinated, chiral bicyclo[4.4.0]diboronic esters in high yield via selective 1,3-cycloboronation. Structural characterization and properties of the novel chiral boron compounds are also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.030
• 作为产物：
  描述：

  (+)-(2R,3R)-1,1,4,4-tetraphenylbutane-1,2,3,4-tetraol 、 4-乙酰基苯硼酸 反应 2.0h， 以91%的产率得到{(1R,6R)-5,5,10,10-tetraphenyl-3,8-bis(4-acetylphenyl)-2,4,7,9-tetraoxa-3,8-diboro-bicyclo[4.4.0]decane}
  参考文献：
  名称：

  Selective 1,3-cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols: versatile preparation, structural characterization, and properties of chiral cyclic boron-containing bifunctional Lewis acids

  摘要：

  The selective cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols was investigated, and a general preparation of chiral cyclic boron-containing bifunctional Lewis acids was discovered. Compounds (2R,3R)- or (2S,3S)-1,1,4,4-tetrasubstituted butanetetraols were reacted with ArB(OH)(2) at reflux in toluene, or THF, or under solvent-free condition to furnish tricoordinated, chiral bicyclo[4.4.0]diboronic esters in high yield via selective 1,3-cycloboronation. Structural characterization and properties of the novel chiral boron compounds are also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.030

文献信息

• Selective 1,3-cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols: versatile preparation, structural characterization, and properties of chiral cyclic boron-containing bifunctional Lewis acids
  作者：Zixing Shan、Xiaoyun Hu、Yan Zhou、Xitian Peng、Jing Yi

  DOI：10.1016/j.tetasy.2009.05.030

  日期：2009.7

  The selective cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols was investigated, and a general preparation of chiral cyclic boron-containing bifunctional Lewis acids was discovered. Compounds (2R,3R)- or (2S,3S)-1,1,4,4-tetrasubstituted butanetetraols were reacted with ArB(OH)(2) at reflux in toluene, or THF, or under solvent-free condition to furnish tricoordinated, chiral bicyclo[4.4.0]diboronic esters in high yield via selective 1,3-cycloboronation. Structural characterization and properties of the novel chiral boron compounds are also reported. (C) 2009 Elsevier Ltd. All rights reserved.