2,4,4-trimethyl-8-phenyl-5-octyn-3-ol | 1082069-36-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,4,4-trimethyl-8-phenyl-5-octyn-3-ol
• 英文别名: 2,4,4-Trimethyl-8-phenyloct-5-yn-3-ol；2,4,4-trimethyl-8-phenyloct-5-yn-3-ol
• CAS: 1082069-36-0
• 化学式: C₁₇H₂₄O
• 分子量: 244.377
• InChiKey: UGOYYOWVXIOQOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4,4,5,5-tetramethyl-2-(5-methyl-1-phenylhexa-3,4-dien-3-yl)-1,3,2-dioxaborolane 、 异丁醛 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以60%的产率得到2,4,4-trimethyl-8-phenyl-5-octyn-3-ol
  参考文献：
  名称：

  Copper(I)-Catalyzed Substitution of Propargylic Carbonates with Diboron: Selective Synthesis of Multisubstituted Allenylboronates

  摘要：

  A versatile synthetic method for the preparation of the allenylboronates, Cu(I)-catalyzed reaction of propargylic carbonates with a diboron, is described. A Cu(O-t-Bu)-Xantphos catalyst system was effective for the preparation of various allenylboron compounds, allenylboronates with different substitution patterns, those with functional groups, and an axially chiral one. The Lewis acid promoted stereoselective addition to aldehydes leading to homopropargylic alcohols showed the usefulness of the new allenylboronates.

  DOI：

  10.1021/ja806602h

文献信息

• Copper(I)-Catalyzed Substitution of Propargylic Carbonates with Diboron: Selective Synthesis of Multisubstituted Allenylboronates
  作者：Hajime Ito、Yusuke Sasaki、Masaya Sawamura

  DOI：10.1021/ja806602h

  日期：2008.11.26

  A versatile synthetic method for the preparation of the allenylboronates, Cu(I)-catalyzed reaction of propargylic carbonates with a diboron, is described. A Cu(O-t-Bu)-Xantphos catalyst system was effective for the preparation of various allenylboron compounds, allenylboronates with different substitution patterns, those with functional groups, and an axially chiral one. The Lewis acid promoted stereoselective addition to aldehydes leading to homopropargylic alcohols showed the usefulness of the new allenylboronates.