ethyl 2-(2-prop-2-enylcyclopentylidene)acetate | 1415336-02-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(2-prop-2-enylcyclopentylidene)acetate
• CAS: 1415336-02-5
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: QIJLUTYKJWHDOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-prop-2-enylcyclopentylidene)acetate 在 三甲基氯硅烷 、 臭氧 、 sodium sulfate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Lewis Acid Catalyzed Intramolecular Condensation of Ynol Ether-Acetals. Synthesis of Alkoxycycloalkene Carboxylates

  摘要：

  Treatment of ynol ether-tethered dialkyl acetals with catalytic quantities of scandium triflate in CH3CN gives rise to five-, six-, and seven-membered alkoxycycloalkene carboxylates in good to excellent yields. Tri- and tetrasubstituted carbocyclic and heterocyclic alkenes may be formed by this method, and the products obtained may serve as useful intermediates for natural product synthesis.

  DOI：

  10.1021/ol303026v
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 2-allylcyclopentanone 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 生成 ethyl 2-(2-prop-2-enylcyclopentylidene)acetate
  参考文献：
  名称：

  Lewis Acid Catalyzed Intramolecular Condensation of Ynol Ether-Acetals. Synthesis of Alkoxycycloalkene Carboxylates

  摘要：

  Treatment of ynol ether-tethered dialkyl acetals with catalytic quantities of scandium triflate in CH3CN gives rise to five-, six-, and seven-membered alkoxycycloalkene carboxylates in good to excellent yields. Tri- and tetrasubstituted carbocyclic and heterocyclic alkenes may be formed by this method, and the products obtained may serve as useful intermediates for natural product synthesis.

  DOI：

  10.1021/ol303026v

文献信息

• Lewis Acid Catalyzed Intramolecular Condensation of Ynol Ether-Acetals. Synthesis of Alkoxycycloalkene Carboxylates
  作者：Vincent Tran、Thomas G. Minehan

  DOI：10.1021/ol303026v

  日期：2012.12.7

  Treatment of ynol ether-tethered dialkyl acetals with catalytic quantities of scandium triflate in CH3CN gives rise to five-, six-, and seven-membered alkoxycycloalkene carboxylates in good to excellent yields. Tri- and tetrasubstituted carbocyclic and heterocyclic alkenes may be formed by this method, and the products obtained may serve as useful intermediates for natural product synthesis.