(3E)-4-((E)-3-benzylidene-2-phenyl-5-(3,4,5-trimethoxyphenyl)cyclopenta-1,4-dienyl)but-3-en-2-one | 1311273-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3E)-4-((E)-3-benzylidene-2-phenyl-5-(3,4,5-trimethoxyphenyl)cyclopenta-1,4-dienyl)but-3-en-2-one
• 英文别名: (E)-4-[(3E)-3-benzylidene-2-phenyl-5-(3,4,5-trimethoxyphenyl)cyclopenta-1,4-dien-1-yl]but-3-en-2-one
• CAS: 1311273-37-6
• 化学式: C₃₁H₂₈O₄
• 分子量: 464.561
• InChiKey: UDYKIFCILVOCQF-ZFZVQQNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  (2Z)-2-bromo-3-phenyl-2-propenal 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 三苯基膦氯金 、 三氟化硼乙醚 、 silver trifluoromethanesulfonate 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (3E)-4-((E)-3-benzylidene-2-phenyl-5-(3,4,5-trimethoxyphenyl)cyclopenta-1,4-dienyl)but-3-en-2-one
  参考文献：
  名称：

  Gold-Catalyzed Approach to Multisubstituted Fulvenes via Cycloisomerization of Furan/Ynes

  摘要：

  A new approach to functionalized fulvenes with an enone or enal moiety has been developed through gold-catalyzed intramolecular cycloisomerization of furan/ynes with a two-carbon tether in between the furan and the triple bond. The reaction proceeds with complete regioselectivity via a 6-endo-cyclization and high stereoselectivity. Moreover, the E- or Z-stereochemistry of the double bond in fulvene products can be easily controlled by performing the reaction in different solvents.

  DOI：

  10.1021/jo2004023

文献信息

• Gold-Catalyzed Approach to Multisubstituted Fulvenes via Cycloisomerization of Furan/Ynes
  作者：Yifeng Chen、Yuanhong Liu

  DOI：10.1021/jo2004023

  日期：2011.7.1

  A new approach to functionalized fulvenes with an enone or enal moiety has been developed through gold-catalyzed intramolecular cycloisomerization of furan/ynes with a two-carbon tether in between the furan and the triple bond. The reaction proceeds with complete regioselectivity via a 6-endo-cyclization and high stereoselectivity. Moreover, the E- or Z-stereochemistry of the double bond in fulvene products can be easily controlled by performing the reaction in different solvents.