4-(4-methoxyphenyl)-1-(tetrahydrofuran-2-yl)butan-2-one | 1318571-63-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-methoxyphenyl)-1-(tetrahydrofuran-2-yl)butan-2-one
• 英文别名: 4-(4-Methoxyphenyl)-1-(oxolan-2-yl)butan-2-one
• CAS: 1318571-63-9
• 化学式: C₁₅H₂₀O₃
• mdl: MFCD21526835
• 分子量: 248.322
• InChiKey: CVSZALHRUHDRLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基四氢呋喃 、 4-(4-甲氧苯基)-2-丁酮 在 (2SR,4RS)-4-(tert-butyldiphenylsilyloxy)pyrrolidine-2-carboxylic acid 、 1-(3,5-bis(trifluoromethyl)phenyl)-3-(3-(dimethylamino)propyl) thiourea 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-(4-methoxyphenyl)-1-(tetrahydrofuran-2-yl)butan-2-one
  参考文献：
  名称：

  Thiourea/Proline Derivative-Catalyzed Synthesis of Tetrahydrofuran Derivatives: A Mechanistic View

  摘要：

  A thiourea/proline derivative-catalyzed synthesis of linear a-substituted tetrahydrofuran/pyran derivatives starting with lactol substrates is presented. This study demonstrates the utility and potential complications of using (thio)urea/proline cocatalysis as each of these catalysts is necessary to provide the observed reactivity, but a time-dependent decrease in enantioselectivity is observed. New mechanistic insights into (thio)urea/proline cocatalysis are presented.

  DOI：

  10.1021/jo200838v

文献信息

• Thiourea/Proline Derivative-Catalyzed Synthesis of Tetrahydrofuran Derivatives: A Mechanistic View
  作者：Suzanne M. Opalka、Jeremy L. Steinbacher、Brandon A. Lambiris、D. Tyler McQuade

  DOI：10.1021/jo200838v

  日期：2011.8.19

  A thiourea/proline derivative-catalyzed synthesis of linear a-substituted tetrahydrofuran/pyran derivatives starting with lactol substrates is presented. This study demonstrates the utility and potential complications of using (thio)urea/proline cocatalysis as each of these catalysts is necessary to provide the observed reactivity, but a time-dependent decrease in enantioselectivity is observed. New mechanistic insights into (thio)urea/proline cocatalysis are presented.