3-{5-[3-(tert-butyldimethylsilanyloxy)propyl]-2,3-dihydrobenzofuran-4-yl}acrylic acid tert-butyl ester

• 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: 3-{5-[3-(tert-butyldimethylsilanyloxy)propyl]-2,3-dihydrobenzofuran-4-yl}acrylic acid tert-butyl ester
• 英文别名: tert-butyl (E)-3-[5-[3-[tert-butyl(dimethyl)silyl]oxypropyl]-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoate
• 化学式: C₂₄H₃₈O₄Si
• 分子量: 418.649
• InChiKey: WQYLGLJMWFLPCH-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.93
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(2-溴乙氧基)-3-碘苯 在 palladium diacetate 降冰片烯 、 caesium carbonate 、 三苯基膦 、 sodium iodide 作用下， 以 乙二醇二甲醚 、 丙酮 为溶剂， 反应 64.0h， 生成 3-{5-[3-(tert-butyldimethylsilanyloxy)propyl]-2,3-dihydrobenzofuran-4-yl}acrylic acid tert-butyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Sequential Alkylation−Alkenylation Reactions:  New Three-Component Coupling Leading to Oxacycles

  摘要：

  [GRAPHICS]A new three-component domino reaction catalyzed by palladium was devised, producing polysubstituted bicyclic molecules in good yields from readily available substrates. The reaction conditions and the scope of the process were examined, and a possible mechanism is proposed.

  DOI：

  10.1021/ol035806t

文献信息

• Palladium-Catalyzed Sequential Alkylation−Alkenylation Reactions:  New Three-Component Coupling Leading to Oxacycles
  作者：Sandrine Pache、Mark Lautens

  DOI：10.1021/ol035806t

  日期：2003.12.1

  [GRAPHICS]A new three-component domino reaction catalyzed by palladium was devised, producing polysubstituted bicyclic molecules in good yields from readily available substrates. The reaction conditions and the scope of the process were examined, and a possible mechanism is proposed.