(Z)-4,4,5,5-tetramethyl-2-(6-phenylhex-3-en-2-yl)-1,3,2-dioxaborolane | 1373170-56-9

• 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: (Z)-4,4,5,5-tetramethyl-2-(6-phenylhex-3-en-2-yl)-1,3,2-dioxaborolane
• CAS: 1373170-56-9
• 化学式: C₁₈H₂₇BO₂
• 分子量: 286.222
• InChiKey: AKWUHCRJCDXTML-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  methyl [(E)-1-phenylhex-4-en-3-yl] carbonate 、 联硼酸频那醇酯 在 potassium tert-butylate 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.5h， 生成 (E)-4,4,5,5-tetramethyl-2-(1-phenylhex-4-en-3-yl)-1,3,2-dioxaborolane 、 (Z)-4,4,5,5-tetramethyl-2-(6-phenylhex-3-en-2-yl)-1,3,2-dioxaborolane 、 (E)-4,4,5,5-tetramethyl-2-(6-phenylhex-3-en-2-yl)-1,3,2-dioxaborolane
  参考文献：
  名称：

  Practical procedure for copper(I)-catalyzed allylic boryl substitution with stoichiometric alkoxide base

  摘要：

  We have developed a useful procedure for borylation using catalytic CuCl/Xantphos and stoichiometric K(O-t-Bu): the highly versatile method is suitable for the synthesis of allylboronates including those with terminal and internal allylic systems, cyclic structures, and functional groups. Optically active allylboronates were synthesized from prochiral substrates with a chiral diphosphine ligand using this procedure. The reaction rate is generally higher than the original Cu(O-t-Bu)/ligand catalyst system, which we previously reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.081