(E)-1,3-diphenyl-3-(2-methylbenzyloxy)-1-propene | 1072896-01-5

• 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: (E)-1,3-diphenyl-3-(2-methylbenzyloxy)-1-propene
• 英文别名: (S,E)-(3-((2-methylbenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene；1-[[(E,1S)-1,3-diphenylprop-2-enoxy]methyl]-2-methylbenzene
• CAS: 1072896-01-5
• 化学式: C₂₃H₂₂O
• 分子量: 314.427
• InChiKey: IILBVMRIZYXRIB-OFYULWLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  邻甲基苄醇 、 (±)-反式-1,3-二苯基烯丙基乙酸酯 在 双(乙腈)氯化钯(II) 、 C₄₆H₄₅FeN₂P₂⁽¹⁺⁾*I^(1-) 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 (E)-1,3-diphenyl-3-(2-methylbenzyloxy)-1-propene 、 (R,E)-(3-((2-methylbenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
  参考文献：
  名称：

  Ionic-salt-tagged ferrocenyl diphosphine–imine ligands and their application to palladium-catalyzed asymmetric allylic etherification

  摘要：

  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.

  DOI：

  10.1016/j.tetasy.2011.07.025

文献信息

• New P,N_sp3ligands for palladium-catalyzed asymmetric allylic substitutions
  作者：Qin Su、Chuan-Jin Hou、De-Quan Wei、Hao Qin、Ding-Hua Liang、Xiang-Ping Hu

  DOI：10.1039/d3ob00519d

  日期：——

  New P,Nsp3 bidentate ligands containing two chiral carbon centers were developed and applied to palladium-catalyzed asymmetric allylic substitution reactions. Good generalities with various nucleophiles, including carbon, nitrogen and oxygen containing nucleophiles, were achieved with up to 96% ee and 98% yield. This reaction provides an efficient method for the asymmetric formation of C–C, C–N and

  开发了包含两个手性碳中心的新型 P,N sp3双齿配体，并将其应用于钯催化的不对称烯丙基取代反应。与各种亲核试剂（包括含碳、含氮和含氧的亲核试剂）的良好通用性达到了高达 96% 的 ee 和 98% 的产率。该反应为C-C、C-N和C-O键的不对称形成提供了一种有效的方法。
• Palladium–(S,pR)-FerroNPS-Catalyzed Asymmetric Allylic Etherification: Electronic Effect of Nonconjugated Substituents on Benzylic Alcohols on Enantioselectivity
  作者：Fuk Loi Lam、Terry Tin-Lok Au-Yeung、Fuk Yee Kwong、Zhongyuan Zhou、Kwok Yin Wong、Albert S. C. Chan

  DOI：10.1002/anie.200703955

  日期：2008.2.1
• 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.