(S)-1-chloro-4-(hexa-1,5-dien-3-yl)benzene | 1237786-73-0

• 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)-1-chloro-4-(hexa-1,5-dien-3-yl)benzene
• 英文别名: 1-chloro-4-[(3S)-hexa-1,5-dien-3-yl]benzene
• CAS: 1237786-73-0
• 化学式: C₁₂H₁₃Cl
• 分子量: 192.688
• InChiKey: ZJFWFZOOOAQXFQ-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  (S)-4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)hexa-1,5-dien-2-yl)-1,3,2-dioxaborolane 在 copper(ll) bromide 、 正丁基锂 、 水 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 生成 (S)-1-chloro-4-(hexa-1,5-dien-3-yl)benzene
  参考文献：
  名称：

  Catalytic Enantioselective Allyl–Allyl Cross-Coupling with a Borylated Allylboronate

  摘要：

  Catalytic enantioselective allyl-allyl cross-coupling of a borylated allylboronate reagent gives versatile borylated chiral 1,5-hexadienes. These compounds may be manipulated in a number of useful ways to give functionalized chiral building blocks for asymmetric synthesis.

  DOI：

  10.1021/ol400088g

文献信息

• Pd-Catalyzed Enantioselective Allyl−Allyl Cross-Coupling
  作者：Ping Zhang、Laura A. Brozek、James P. Morken

  DOI：10.1021/ja105161f

  日期：2010.8.11

  The Pd-catalyzed cross-coupling of allylic carbonates and allyIB(pin) is described. The regioselectivity of this reaction is sensitive to the bite angle of the ligand, with small-bite-angle ligands favoring the branched substitution product. This mode of regioselection is consistent with a reaction that operates by a 3,3' reductive elimination reaction. In the presence of appropriate chiral ligands, this reaction is rendered enantioselective and applies to both aromatic and aliphatic allylic carbonates.
• Catalytic Enantioselective Allyl–Allyl Cross-Coupling with a Borylated Allylboronate
  作者：Hai Le、Robert E. Kyne、Laura A. Brozek、James P. Morken

  DOI：10.1021/ol400088g

  日期：2013.4.5

  Catalytic enantioselective allyl-allyl cross-coupling of a borylated allylboronate reagent gives versatile borylated chiral 1,5-hexadienes. These compounds may be manipulated in a number of useful ways to give functionalized chiral building blocks for asymmetric synthesis.