(S,E)-(3-((2-fluorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene | 1342300-90-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (S,E)-(3-((2-fluorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
• 英文别名: 1-[[(E,1S)-1,3-diphenylprop-2-enoxy]methyl]-2-fluorobenzene
• CAS: 1342300-90-6
• 化学式: C₂₂H₁₉FO
• 分子量: 318.391
• InChiKey: OLPKTHRBCLITFY-BQXQKYNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氟苄醇 、 (±)-反式-1,3-二苯基烯丙基乙酸酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 (R)-(2-(tert-butylsulfinyl)phenyl)di-o-tolylphosphine 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (S,E)-(3-((2-fluorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene 、 (R,E)-(3-((2-fluorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
  参考文献：
  名称：

  Chiral SO/P hybrid ligands: an enantioselective switch in palladium-catalyzed asymmetric allylic etherifications

  摘要：

  A variety of chiral tert-butanesulfinylphosphine ligands were prepared and applied to the palladium-catalyzed asymmetric allylic etherification of 1,3-diphenylpropenyl acetate with alcohols. Excellent yields and moderate enantioselectivities were obtained. The absolute configuration of the etherification products was evidently switched only through the position change of the substituent on the P-aryl groups. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.022

文献信息

• Ionic-salt-tagged ferrocenyl diphosphine–imine ligands and their application to palladium-catalyzed asymmetric allylic etherification
  作者：Li Dai、Xin Li、Hao Yuan、Xia Li、Zhihuai Li、Di Xu、Fan Fei、Yingqiang Liu、Jun Zhang、Zhiming Zhou

  DOI：10.1016/j.tetasy.2011.07.025

  日期：2011.7

  A new type of ferrocenyl diphosphine-imine ligands that contains an ionic salt group has been prepared, and successfully applied to asymmetric C*-O bond formation. In the Pd-catalyzed asymmetric allylic etherification of 1,3-diphenyl-2-propenyl acetate, high enantioselectivity was obtained (up to 91.0% ee). The potential of the catalysts to be recycled and reused has also been demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.
• Chiral SO/P hybrid ligands: an enantioselective switch in palladium-catalyzed asymmetric allylic etherifications
  作者：Junwei Xing、Peng Cao、Jian Liao

  DOI：10.1016/j.tetasy.2012.03.022

  日期：2012.4

  A variety of chiral tert-butanesulfinylphosphine ligands were prepared and applied to the palladium-catalyzed asymmetric allylic etherification of 1,3-diphenylpropenyl acetate with alcohols. Excellent yields and moderate enantioselectivities were obtained. The absolute configuration of the etherification products was evidently switched only through the position change of the substituent on the P-aryl groups. (C) 2012 Elsevier Ltd. All rights reserved.