(+/-)-2-[(4-methoxyphenyl)ethynyl]oxirane | 931429-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (+/-)-2-[(4-methoxyphenyl)ethynyl]oxirane
• 英文别名: 2-((4-methoxyphenyl)ethynyl)oxirane；2-[2-(4-Methoxyphenyl)ethynyl]oxirane
• CAS: 931429-13-9
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: JSHPIBXYKYWIPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-[(4-methoxyphenyl)ethynyl]oxirane 、 四烯丙基锡 在 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以79%的产率得到(+/-)-7-(4-methoxyphenyl)hept-1-en-6-yn-4-ol
  参考文献：
  名称：

  Convenient Access to Functionalized Vinylcyclopentenols from Alkynyloxiranes

  摘要：

  beta,gamma-Alkynyl aldehydes, generated in situ by treatment of alkynyloxiranes with a catalytic amount of Sc(OTf)(3) or BF3 center dot OEt2, are effectively trapped by a variety of allyl nucleophiles to afford homopropargylic homoallylic alcohols in good yield and selectivity. Such products are used as substrates for the synthesis of functionalized vinylcyclopentenols via enyne metathesis.

  DOI：

  10.1021/jo062107w
• 作为产物：
  描述：

  1-丁-3-烯-1-炔基-4-甲氧基苯 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (+/-)-2-[(4-methoxyphenyl)ethynyl]oxirane
  参考文献：
  名称：

  Convenient Access to Functionalized Vinylcyclopentenols from Alkynyloxiranes

  摘要：

  beta,gamma-Alkynyl aldehydes, generated in situ by treatment of alkynyloxiranes with a catalytic amount of Sc(OTf)(3) or BF3 center dot OEt2, are effectively trapped by a variety of allyl nucleophiles to afford homopropargylic homoallylic alcohols in good yield and selectivity. Such products are used as substrates for the synthesis of functionalized vinylcyclopentenols via enyne metathesis.

  DOI：

  10.1021/jo062107w

文献信息

• Chemo-, regio-, and stereo-selective perfluoroalkylations by a Grignard complex with zirconocene
  作者：Motohiro Fujiu、Kazuyuki Negishi、Jie Guang、Paul G. Williard、Shigeki Kuroki、Koichi Mikami

  DOI：10.1039/c5dt03039k

  日期：——

  The synthesis of highly reactive perfluoroalkyl Grignard reagents with early transition metal zirconocene complexes and their new types of highly chemo-, regio-, and stereo-selective perfluoroalkylation reactions are reported with epoxides in particular. The zirconocene complex is advantageous in activating the perfluoroalkyl Grignard species. The zirconocene·Grignard complexes were clarified by DOSY

  据报道，具有早期过渡金属锆茂复合物的高反应性全氟烷基格氏试剂及其新型的高化学，区域和立体选择性全氟烷基化反应特别是与环氧化物一起使用。锆茂复合物在活化全氟烷基格氏试剂中是有利的。DOSY阐明了锆茂·格利雅（Grignard）配合物。两个1 H和19点˚FDOSY分析表明，MAO的添加和二恶烷，以R的混合物˚F的MgCl 1和Cp 2的ZrCl 2所连接的Cp 2 Zr的和R ˚F镁以生成所述锆茂/全氟烷基的格利雅/二恶烷复合物。
• Convenient Access to Functionalized Vinylcyclopentenols from Alkynyloxiranes
  作者：Letian Wang、Matthew L. Maddess、Mark Lautens

  DOI：10.1021/jo062107w

  日期：2007.3.1

  beta,gamma-Alkynyl aldehydes, generated in situ by treatment of alkynyloxiranes with a catalytic amount of Sc(OTf)(3) or BF3 center dot OEt2, are effectively trapped by a variety of allyl nucleophiles to afford homopropargylic homoallylic alcohols in good yield and selectivity. Such products are used as substrates for the synthesis of functionalized vinylcyclopentenols via enyne metathesis.