(E)-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4,4-dimethyl-1,3-diphenylpent-2-ene | 1227056-39-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (E)-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4,4-dimethyl-1,3-diphenylpent-2-ene
• 英文别名: 2-[(E)-4,4-dimethyl-1,3-diphenylpent-2-en-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1227056-39-4
• 化学式: C₂₅H₃₃BO₂
• 分子量: 376.347
• InChiKey: DOBIXTGGPUMWQE-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.36
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2,2-三甲基苯乙酮 、 2,2'-(2-phenylethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 在 lithium 2,2,6,6-tetramethylpiperazide 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以93%的产率得到(E)-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4,4-dimethyl-1,3-diphenylpent-2-ene
  参考文献：
  名称：

  Stereoselective Synthesis of Tetrasubstituted Alkenylboronates via 1,1-Organodiboronates

  摘要：

  The stereoselective synthesis of tetrasubstituted alkenylboronates was established via the lithiation/nucleophilic addition reaction of 1,1-orizanodiboronates to carbonyl compounds. The present approach enables the facile and practical synthesis of tetrasubstituted olefins, which are useful synthetic intermediates for further functionalizations.

  DOI：

  10.1021/jo1003407

文献信息

• Stereoselective Synthesis of Tetrasubstituted Alkenylboronates via 1,1-Organodiboronates
  作者：Kohei Endo、Munenao Hirokami、Takanori Shibata

  DOI：10.1021/jo1003407

  日期：2010.5.21

  The stereoselective synthesis of tetrasubstituted alkenylboronates was established via the lithiation/nucleophilic addition reaction of 1,1-orizanodiboronates to carbonyl compounds. The present approach enables the facile and practical synthesis of tetrasubstituted olefins, which are useful synthetic intermediates for further functionalizations.