1-环戊烯-1-甲醛,2-(1-炔丙基)-(9CI) | 180725-14-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 中文名称: 1-环戊烯-1-甲醛,2-(1-炔丙基)-(9CI)
• 英文名称: 2-Prop-1-ynyl-cyclopent-1-enecarbaldehyde
• 英文别名: 2-Prop-1-ynylcyclopentene-1-carbaldehyde
• CAS: 180725-14-8
• 化学式: C₉H₁₀O
• 分子量: 134.178
• InChiKey: ZGNNSMWUSUOHEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-环戊烯-1-甲醛,2-(1-炔丙基)-(9CI) 在 nBu₃Sn(nBu)Cu(CN)Li₂ 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 5.5h， 生成 2-[2-((E)-2-Iodo-propenyl)-cyclopent-1-enyl]-[1,3]dioxolane
  参考文献：
  名称：

  Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step

  摘要：

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00133-7
• 作为产物：
  描述：

  [2-(1-丙炔-1-基)-1-环戊烯-1-基]甲醇 以88%的产率得到1-环戊烯-1-甲醛,2-(1-炔丙基)-(9CI)
  参考文献：
  名称：

  Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step

  摘要：

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00133-7

文献信息

• Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step
  作者：Tomoo Matsuura、Shosuke Yamamura、Yukimasa Terada

  DOI：10.1016/s0040-4039(00)00133-7

  日期：2000.3

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.