(E)-methyl-2-(3-methoxybenzylidene)-5-(triisopropylsilyl)-pent-4-ynoate | 1450897-68-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-methyl-2-(3-methoxybenzylidene)-5-(triisopropylsilyl)-pent-4-ynoate
• 英文别名: methyl (2E)-2-[(3-methoxyphenyl)methylidene]-5-tri(propan-2-yl)silylpent-4-ynoate
• CAS: 1450897-68-3
• 化学式: C₂₃H₃₄O₃Si
• 分子量: 386.607
• InChiKey: JRQGFENAFCUPOF-RCCKNPSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.86
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三异丙基硅基乙炔 、 methyl 2-(hydroxy(3-methoxyphenyl)methyl)acrylate 在 titanium(IV) isopropylate 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 以93%的产率得到(E)-methyl-2-(3-methoxybenzylidene)-5-(triisopropylsilyl)-pent-4-ynoate
  参考文献：
  名称：

  A Pd(0)-Catalyzed Direct Dehydrative Coupling of Terminal Alkynes with Allylic Alcohols To Access 1,4-Enynes

  摘要：

  A direct dehydrative coupling of terminal alkynes with allylic alcohols catalyzed by Pd(PPh3)(4) with an N,P-ligand assisted by Ti(OiPr)(4) has been developed. The coupling reaction tolerates various functional groups, providing a valuable synthetic tool to access 1,4-enynes.

  DOI：

  10.1021/ja406025p

文献信息

• Palladium-Catalyzed Alkynylation of Morita–Baylis–Hillman Carbonates with (Triisopropylsilyl)acetylene on Water
  作者：Yangxiong Li、Li Liu、Delong Kong、Dong Wang、Weichun Feng、Tao Yue、Chaojun Li

  DOI：10.1021/acs.joc.5b00728

  日期：2015.6.19

  Direct alkynylation of Morita–Baylis–Hillman carbonates with (triisopropylsilyl)acetylene catalyzed by a Pd(OAc)2–NHC complex was developed “on water” to give the corresponding 1,4-enynes. The significant effects of water amount in the solvent on further transformations of 1,4-enynes were investigated.

  由Pd（OAc）2 -NHC络合物催化的森田-贝利斯-希尔曼碳酸盐与（三异丙基甲硅烷基）乙炔的直接烷基化反应在水上生成相应的1,4-炔烃。研究了溶剂中水量对1,4-炔烃进一步转化的显着影响。
• A Pd(0)-Catalyzed Direct Dehydrative Coupling of Terminal Alkynes with Allylic Alcohols To Access 1,4-Enynes
  作者：Yang-Xiong Li、Qing-Qing Xuan、Li Liu、Dong Wang、Yong-Jun Chen、Chao-Jun Li

  DOI：10.1021/ja406025p

  日期：2013.8.28

  A direct dehydrative coupling of terminal alkynes with allylic alcohols catalyzed by Pd(PPh3)(4) with an N,P-ligand assisted by Ti(OiPr)(4) has been developed. The coupling reaction tolerates various functional groups, providing a valuable synthetic tool to access 1,4-enynes.