(S,E)-6-chloro-1-phenylhex-5-en-3-ol | 1229415-12-6

• 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: (S,E)-6-chloro-1-phenylhex-5-en-3-ol
• 英文别名: (E,3S)-6-chloro-1-phenylhex-5-en-3-ol
• CAS: 1229415-12-6
• 化学式: C₁₂H₁₅ClO
• 分子量: 210.704
• InChiKey: TYTXYNWICPHTMR-LHJMJDNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  苯丙醛 、 (R)-pinanediol-(R)-1-chloro-allylboronate 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (S,E)-6-chloro-1-phenylhex-5-en-3-ol 、 (Z)-6-chloro-1-phenylhex-5-en-3-ol
  参考文献：
  名称：

  Highly (E)-Selective BF₃·Et₂O-Promoted Allylboration of Chiral Nonracemic α-Substituted Allylboronates and Analysis of the Origin of Stereocontrol

  摘要：

  delta-Methyl-substituted homoallylic alcohols 2 were prepared in 71-88% yield, E:Z>30:1 and 93% to >95% ee via BF3 center dot Et2O-promoted allylboration with alpha-Me-allylboronate 1. The origin of high (E)-selectivity is proposed.

  DOI：

  10.1021/ol1007444

文献信息

• Highly (<i>E</i>)-Selective BF₃·Et₂O-Promoted Allylboration of Chiral Nonracemic α-Substituted Allylboronates and Analysis of the Origin of Stereocontrol
  作者：Ming Chen、William R. Roush

  DOI：10.1021/ol1007444

  日期：2010.6.18

  delta-Methyl-substituted homoallylic alcohols 2 were prepared in 71-88% yield, E:Z>30:1 and 93% to >95% ee via BF3 center dot Et2O-promoted allylboration with alpha-Me-allylboronate 1. The origin of high (E)-selectivity is proposed.