(E)-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1,3-diphenylpent-2-ene | 1227056-37-2

• 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)-1,3-diphenylpent-2-ene
• 英文别名: 2-[(E)-1,3-diphenylpent-2-en-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1227056-37-2
• 化学式: C₂₃H₂₉BO₂
• 分子量: 348.293
• InChiKey: VGTFPQGYTYKRFX-MRCUWXFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1,3-diphenylpent-2-ene 、 4-[2-(4-iodophenoxy)ethyl]morpholine 在 二(三叔丁基膦)钯 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 以76%的产率得到(Z)-4-(2'-(4''-(1''',3'''-diphenylpent-2'''-en-2'''-yl)phenoxy)ethyl)morpholine
  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
• 作为产物：
  描述：

  2,2'-(2-phenylethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 、 苯丙酮 在 lithium 2,2,6,6-tetramethylpiperazide 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以95%的产率得到(E)-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-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.