4,4,5,5-Tetramethyl-2-[(E)-1-(2-methyl-2,5-dihydro-furan-3-yl)-oct-1-enyl]-[1,3,2]dioxaborolane | 851787-05-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: 4,4,5,5-Tetramethyl-2-[(E)-1-(2-methyl-2,5-dihydro-furan-3-yl)-oct-1-enyl]-[1,3,2]dioxaborolane
• CAS: 851787-05-8
• 化学式: C₁₉H₃₃BO₃
• 分子量: 320.28
• InChiKey: UKCXZBSOUNUCSR-ATVHPVEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4,4,5,5-Tetramethyl-2-[(E)-1-(2-methyl-2,5-dihydro-furan-3-yl)-oct-1-enyl]-[1,3,2]dioxaborolane 、 N-甲基马来酰亚胺 以 甲苯 为溶剂， 生成 5-Hexyl-3,7-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3,5,5a,8a,8b-hexahydro-furo[3,4-e]isoindole-6,8-dione
  参考文献：
  名称：

  Boron-Directed Regio- and Stereoselective Enyne Cross Metathesis:  Efficient Synthesis of Vinyl Boronate Containing 1,3-Dienes

  摘要：

  Regio- and stereoselective enyne cross metathesis reactions between borylated alkynes and terminal alkenes were realized to provide a variety of functionalized vinyl boronates. High chemical yield and regioselectivity was achieved irrespective of substituents on the alkyne and alkene counterparts, whereas Z/E-selectivity was found to be dependent upon the substituents both on the alkyne and alkene.

  DOI：

  10.1021/ol050542r
• 作为产物：
  描述：

  异丙醇频哪醇硼酸酯 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 生成 4,4,5,5-Tetramethyl-2-[(E)-1-(2-methyl-2,5-dihydro-furan-3-yl)-oct-1-enyl]-[1,3,2]dioxaborolane
  参考文献：
  名称：

  Boron-Directed Regio- and Stereoselective Enyne Cross Metathesis:  Efficient Synthesis of Vinyl Boronate Containing 1,3-Dienes

  摘要：

  Regio- and stereoselective enyne cross metathesis reactions between borylated alkynes and terminal alkenes were realized to provide a variety of functionalized vinyl boronates. High chemical yield and regioselectivity was achieved irrespective of substituents on the alkyne and alkene counterparts, whereas Z/E-selectivity was found to be dependent upon the substituents both on the alkyne and alkene.

  DOI：

  10.1021/ol050542r