cis-3,4-bis(allyloxymethyl)cyclobut-1-ene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-3,4-bis(allyloxymethyl)cyclobut-1-ene
• 英文别名: (3R,4S)-3,4-bis(prop-2-enoxymethyl)cyclobutene
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: BDMAHJQVEORYPQ-TXEJJXNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  cis-3,4-bis(allyloxymethyl)cyclobut-1-ene 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以76%的产率得到3,3′,6,6′-tetrahydro-2H,2′H-3,3′-bipyran
  参考文献：
  名称：

  An Efficient Synthesis of 3,3′-Bipiperidines Using an ROM/RCM Metathesis Sequence: Extension to Oxygenated Analogues

  摘要：

  A short and efficient diastereoselective synthesis of 3,3-bipiperidine and 3,3-bis(1,2,3,6-tetrahydropyridine) was accomplished using a tandem ring-opening metathesis/ring-closing metathesis (ROM/RCM) sequence as a key step. This strategy has been extended to the synthesis of the oxygenated analogues.

  DOI：

  10.1055/s-0034-1378663
• 作为产物：
  描述：

  cis-3-cyclobutene-1,2-dimethanol 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 24.25h， 以40%的产率得到cis-3,4-bis(allyloxymethyl)cyclobut-1-ene
  参考文献：
  名称：

  An Efficient Synthesis of 3,3′-Bipiperidines Using an ROM/RCM Metathesis Sequence: Extension to Oxygenated Analogues

  摘要：

  A short and efficient diastereoselective synthesis of 3,3-bipiperidine and 3,3-bis(1,2,3,6-tetrahydropyridine) was accomplished using a tandem ring-opening metathesis/ring-closing metathesis (ROM/RCM) sequence as a key step. This strategy has been extended to the synthesis of the oxygenated analogues.

  DOI：

  10.1055/s-0034-1378663

文献信息

• An Efficient Synthesis of 3,3′-Bipiperidines Using an ROM/RCM Metathesis Sequence: Extension to Oxygenated Analogues
  作者：Jacques Lebreton、Stéphanie Legoupy、Esma Maougal、Sylvain Dalençon、Morwenna Pearson-Long、Monique Mathé-Allainmat

  DOI：10.1055/s-0034-1378663

  日期：——

  A short and efficient diastereoselective synthesis of 3,3-bipiperidine and 3,3-bis(1,2,3,6-tetrahydropyridine) was accomplished using a tandem ring-opening metathesis/ring-closing metathesis (ROM/RCM) sequence as a key step. This strategy has been extended to the synthesis of the oxygenated analogues.