(R,E)-(3-((4-bromobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene | 1383658-67-0

• 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: (R,E)-(3-((4-bromobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
• 英文别名: 1-bromo-4-[[(E,1R)-1,3-diphenylprop-2-enoxy]methyl]benzene
• CAS: 1383658-67-0
• 化学式: C₂₂H₁₉BrO
• 分子量: 379.296
• InChiKey: FRPAQBMDWBFKFU-FOYQMUPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 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：
  1

反应信息

• 作为产物：
  描述：

  4-溴苄醇 、 (±)-反式-1,3-二苯基烯丙基乙酸酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 (2S,3S,5R,6R)-2,3-bis(2-(diphenylphosphino)phenyl)-1,4-dimethyldecahydroquinoxaline 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 12.17h， 以87%的产率得到(R,E)-(3-((4-bromobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
  参考文献：
  名称：

  新型多功能N，P配体用于醇和硅烷醇的高对映选择性钯催化不对称烯丙基醚化

  摘要：

  CycloN2P2‐Phos！在钯催化的醇和硅烷醇的不对称烯丙基醚化（AAE）中使用包含四个杂原子（两个氮和两个磷原子）的多齿膦CycloN2P2-Phos（见图）可产生出色的对映选择性（高达99％  ee）。

  DOI：

  10.1002/chem.201303233

文献信息

• Palladium/sulfoxide–phosphine-catalyzed highly enantioselective allylic etherification and amination
  作者：Bin Feng、Hong-Gang Cheng、Jia-Rong Chen、Qiao-Hui Deng、Liang-Qiu Lu、Wen-Jing Xiao

  DOI：10.1039/c4cc03920c

  日期：——

  Pd-catalyzed asymmetric allylic etherification and amination with a wide range of O- and N-nucleophiles using a chiral sulfoxide–phosphine ligand have been developed (up to 97% yield, 98.5% ee).

  使用手性亚砜-膦配体进行的Pd催化的不对称烯丙基醚化和胺化反应，可与多种O-和N-亲核试剂反应（最高产率达97％，对映选择性达98.5％）。
• 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.