(+/-)-7-(4-methoxyphenyl)hept-1-en-6-yn-4-ol | 931429-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (+/-)-7-(4-methoxyphenyl)hept-1-en-6-yn-4-ol
• 英文别名: 7-(4-Methoxyphenyl)hept-1-en-6-yn-4-ol
• CAS: 931429-31-1
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: OCYOQNHWYUABQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-7-(4-methoxyphenyl)hept-1-en-6-yn-4-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 0.08h， 以92%的产率得到(+/-)-3-[1-(4-methoxyphenyl)vinyl]cyclopent-3-en-1-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：

  (+/-)-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

文献信息

• 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.