2-[2-((E)-2-Iodo-propenyl)-cyclopent-1-enyl]-[1,3]dioxolane | 271597-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 2-[2-((E)-2-Iodo-propenyl)-cyclopent-1-enyl]-[1,3]dioxolane
• 英文别名: 2-[2-[(E)-2-iodoprop-1-enyl]cyclopenten-1-yl]-1,3-dioxolane
• CAS: 271597-25-2
• 化学式: C₁₁H₁₅IO₂
• 分子量: 306.143
• InChiKey: PBUGPYRFLACDPM-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-((E)-2-Iodo-propenyl)-cyclopent-1-enyl]-[1,3]dioxolane 在 chromium dichloride 、 盐酸 、 Schwartz's reagent 、 碘 、 三乙基硼氢化锂 、 nickel dichloride 作用下， 以 乙醚 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 (2R,3E,5R,7S,10E)-3,6,6,10-tetramethyltricyclo[10.3.0.05,7]pentadeca-1(12),3,10-triene-2,9-diol
  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 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