(E)-(1-(4-phenylbut-3-en-2-yloxy)ethyl)benzene | 1137229-36-7

• 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: (E)-(1-(4-phenylbut-3-en-2-yloxy)ethyl)benzene
• 英文别名: [(1S)-1-[(E)-4-phenylbut-3-en-2-yl]oxyethyl]benzene
• CAS: 1137229-36-7
• 化学式: C₁₈H₂₀O
• 分子量: 252.356
• InChiKey: UZZJFZVYMHSNFZ-SHEIACTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  丁-1,2-二烯基苯 、 (S)-(-)-1-苯乙醇 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 (E)-(1-(4-phenylbut-3-en-2-yloxy)ethyl)benzene
  参考文献：
  名称：

  Gold-catalyzed hydrofunctionalization of allenes with nitrogen and oxygen nucleophiles and its mechanistic insight

  摘要：

  A wide range of nucleophiles, such as amines and alcohols, reacted intermolecularly with various allenes in the presence of gold catalysts to give the corresponding hydrofunctionalization products in high yields. The intermolecular hydroamination of chiral allenes with aromatic and aliphatic amines proceeded with high to good enantioface selectivities to afford the corresponding chiral allylic amines. On the other hand, in the case of the intermolecular hydroalkoxylation of chiral allenes, no chirality transfer was observed. This marked contrast on the chirality transfer indicates that the mechanisms of gold-catalysis between hydroamination and hydroalkoxylation are different. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.11.106

文献信息

• Gold-catalyzed hydrofunctionalization of allenes with nitrogen and oxygen nucleophiles and its mechanistic insight
  作者：Naoko Nishina、Yoshinori Yamamoto

  DOI：10.1016/j.tet.2008.11.106

  日期：2009.2

  A wide range of nucleophiles, such as amines and alcohols, reacted intermolecularly with various allenes in the presence of gold catalysts to give the corresponding hydrofunctionalization products in high yields. The intermolecular hydroamination of chiral allenes with aromatic and aliphatic amines proceeded with high to good enantioface selectivities to afford the corresponding chiral allylic amines. On the other hand, in the case of the intermolecular hydroalkoxylation of chiral allenes, no chirality transfer was observed. This marked contrast on the chirality transfer indicates that the mechanisms of gold-catalysis between hydroamination and hydroalkoxylation are different. (C) 2008 Published by Elsevier Ltd.