(Z)-2-(2-diethylamino-2-oxoethylidene)-5-vinyltetrahydrofuran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (Z)-2-(2-diethylamino-2-oxoethylidene)-5-vinyltetrahydrofuran
• 英文别名: (2Z)-2-(5-ethenyloxolan-2-ylidene)-N,N-diethylacetamide
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: GSFKUJRXRWCIEM-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二溴-2-丁烯 、 N,N-二乙基乙酰乙酰胺 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 (Z)-2-(2-diethylamino-2-oxoethylidene)-5-vinyltetrahydrofuran
  参考文献：
  名称：

  Regio- and Diastereoselective Synthesis of 2-Alkylidenetetrahydrofurans by Domino S_N/S_N‘ and S_N/S_N Reactions of 1,3-Dicarbonyl Dianions

  摘要：

  The domino C,O-cyclodialkylation reaction of dilithiated 1,3.-dicarbonyl compounds with 1,4-dibromo-2-butene resulted in regio- and diastereoselective formation of 2-alkylidene-5-vinyltetrahydrofurans. The cyclization of 1,3-dicarbonyl dianions with 1-bromo-2-chloroethane regio- and diastereoselectively afforded 2-alkylidenetetrahydrofurans under thermodynamic reaction control.

  DOI：

  10.1021/jo010303r

文献信息

• Regio- and Diastereoselective Synthesis of 2-Alkylidenetetrahydrofurans by Domino S_N/S_N‘ and S_N/S_N Reactions of 1,3-Dicarbonyl Dianions
  作者：Peter Langer、Edith Holtz、Inass Karimé、Nehad N. R. Saleh

  DOI：10.1021/jo010303r

  日期：2001.9.1

  The domino C,O-cyclodialkylation reaction of dilithiated 1,3.-dicarbonyl compounds with 1,4-dibromo-2-butene resulted in regio- and diastereoselective formation of 2-alkylidene-5-vinyltetrahydrofurans. The cyclization of 1,3-dicarbonyl dianions with 1-bromo-2-chloroethane regio- and diastereoselectively afforded 2-alkylidenetetrahydrofurans under thermodynamic reaction control.