((3R,4R)-4-methyl-3-vinylhex-5-en-1-yl)benzene | 1338068-70-4

• 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: ((3R,4R)-4-methyl-3-vinylhex-5-en-1-yl)benzene
• 英文别名: [(3R,4R)-3-ethenyl-4-methylhex-5-enyl]benzene
• CAS: 1338068-70-4
• 化学式: C₁₅H₂₀
• 分子量: 200.324
• InChiKey: BWWFMCZRLFPENL-HIFRSBDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯丙醛 在 (R,R)-QuinoxP 、 tris-(dibenzylideneacetone)dipalladium(0) 、 氯化亚砜 、 水 、 cesium fluoride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 Nona-3,7-dienylbenzene 、 (3-vinylhept-5-en-1-yl)benzene 、 ((3R,4R)-4-methyl-3-vinylhex-5-en-1-yl)benzene 、 (4-methyl-3-vinylhex-5-en-1-yl)benzene
  参考文献：
  名称：

  Diastereocontrol in Asymmetric Allyl–Allyl Cross-Coupling: Stereocontrolled Reaction of Prochiral Allylboronates with Prochiral Allyl Chlorides

  摘要：

  Palladium-catalyzed allyl-ally cross-coupling was investigated with substituted prochiral allylic boronates. These reactions deliver products bearing adjacent stereocenters, and the issue of diastereocontrol is therefore paramount. Under appropriately modified conditions, this allyl allyl coupling strategy was found to apply to a range of substrates, generally occurring with high enantioselectivity (92:8 to >99:1 er) and good diastereoselection (4:1 to 14:1 dr).

  DOI：

  10.1021/ja2075967

文献信息

• Diastereocontrol in Asymmetric Allyl–Allyl Cross-Coupling: Stereocontrolled Reaction of Prochiral Allylboronates with Prochiral Allyl Chlorides
  作者：Laura A. Brozek、Michael J. Ardolino、James P. Morken

  DOI：10.1021/ja2075967

  日期：2011.10.26

  Palladium-catalyzed allyl-ally cross-coupling was investigated with substituted prochiral allylic boronates. These reactions deliver products bearing adjacent stereocenters, and the issue of diastereocontrol is therefore paramount. Under appropriately modified conditions, this allyl allyl coupling strategy was found to apply to a range of substrates, generally occurring with high enantioselectivity (92:8 to >99:1 er) and good diastereoselection (4:1 to 14:1 dr).