2-(but-3'-enyl)tetrahydropyran | 84548-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-(but-3'-enyl)tetrahydropyran
• 英文别名: 2-But-3-enyloxane
• CAS: 84548-05-0
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: MLFIEQRGXBDBNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,3-二溴四氢-2H-吡喃 在 三正丁基氢锡 、 tert-butyl hyponitrite 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 7.5h， 生成 2-(but-3'-enyl)tetrahydropyran
  参考文献：
  名称：

  Stereoselective cyclisation of the 2-allyloxytetrahydropyran-3-yl radical and related species: The influence of anomeric effects

  摘要：

  Ring closures of the 2-allyloxytetrahydropyran-3-yl radical 1b, its mono-oxa analog 1d and the all carbon system 1a give mainly the cis-fused syn-substituted bicyclononylcarbinyl radicals 2b, 2d and 2a, but the mono-oxa radical 1c gives mainly the cis-fused anti-substituted radical 3c. Molecular mechanics calculations show that the unexpected failure of the dioxa radical 1b to reflect the influence of the anomeric effect on the stereochemistry of cyclisation arises from the loss of one stabilising anomeric interaction in the conversion of the conformer 17 into either of the transition structures 16 or 19. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01137-5

文献信息

• A novel method for copper(I)-catalyzed coupling reactions of triflates with grignard reagents
  作者：Hiyoshizo Kotsuki、Isao Kadota、Masamitsu Ochi

  DOI：10.1016/s0040-4039(00)72737-7

  日期：1989.1

  A variety of triflates containing a β-oxygen functionality were efficiently reacted with Grignard reagents in the presence of CuBr to afford the corresponding coupling products.

  在CuBr存在下，各种含有β-氧官能团的三氟甲磺酸与Grignard试剂有效反应，得到相应的偶联产物。
• TARNOPOLSKAYA, M. M.;KARELINA, L. M., VINITI 5268-81
  作者：TARNOPOLSKAYA, M. M.、KARELINA, L. M.

  DOI：——

  日期：——