2-(3-hydroxy-5-trimethylsilanylmethyl-hepta-5,6-dienyl)-cyclopentanone | 832743-78-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-hydroxy-5-trimethylsilanylmethyl-hepta-5,6-dienyl)-cyclopentanone
• CAS: 832743-78-9
• 化学式: C₁₆H₂₈O₂Si
• 分子量: 280.483
• InChiKey: YMHNOVNNTIWWHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-hydroxy-5-trimethylsilanylmethyl-hepta-5,6-dienyl)-cyclopentanone 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙醚 为溶剂， 反应 3.5h， 生成 10,11-dimethylene-12-oxa-tricyclo[6.3.1.0^1,5]dodecane
  参考文献：
  名称：

  US2005/59732

  摘要：

  公开号：

文献信息

• SYNTHESIS OF 8-MEMBERED CARBOCYCLIC COMPOUND HAVING DIEXOMETHYLENE GROUPS
  申请人：Cho Seo Yong

  公开号：US20050059732A1

  公开（公告）日：2005-03-17

  The present invention relates to a synthesis of an 8-membered carbocyclic compound having diexomethylene groups, more particularly to a synthesis of an 8-membered carbocyclic compound having diexomethylene groups, a novel compound having the structure represented by the following Chemical Formula 1, from trimethylsilanylmethyl-allenol derivative by the intramolecular Prins cyclization using Lewis acid. The 8-membered carbocyclic compound is a useful intermediate for synthesis of other multicarbocyclic compounds. In Chemical Formula 1, R 1 is a phenyl group, and R 2 and R 3 is a hydrogen atom, or R 1 , R 2 and R 3 may be connected with neighboring substituents to form a 5 to 10-membered aliphatic or aromatic ring.

  本发明涉及一种合成具有二甲亚烯基的8元环碳环化合物，更具体地说，涉及一种从三甲基硅基-烯醇衍生物中通过Lewis酸催化的分子内Prins环化合成具有以下化学式1表示的结构的新化合物的8元环碳环化合物的合成方法。该8元环碳环化合物是合成其他多环碳化合物的有用中间体。在化学式1中，R1是苯基，R2和R3是氢原子，或者R1，R2和R3可以与相邻的取代基连接形成5到10元的脂肪族或芳香族环。
• Synthesis of 8-membered carbocyclic compound having diexomethylene groups
  申请人：Cho Yong Seo

  公开号：US06872840B1

  公开（公告）日：2005-03-29

  The present invention relates to a synthesis of an 8-membered carbocyclic compound having diexomethylene groups, more particularly to a synthesis of an 8-membered carbocyclic compound having diexomethylene groups, a novel compound having the structure represented by the following Chemical Formula 1, from trimethylsilanylmethyl-allenol derivative by the intramolecular Prins cyclization using Lewis acid. The 8-membered carbocyclic compound is a useful intermediate for synthesis of other multicarbocyclic compounds. In Chemical Formula 1, R 1 is a phenyl group, and R 2 and R 3 is a hydrogen atom, or R 1 , R 2 and R 3 may be connected with neighboring substituents to form a 5 to 10-membered aliphatic or aromatic ring.

  本发明涉及一种合成具有二甲基亚乙烯基的8元环碳环化合物，更具体地说，涉及一种从三甲基硅基-烯醇衍生物经由分子内普林斯环化反应使用路易斯酸合成结构如下化学式1所示的新型化合物的方法。这种8元环碳环化合物是合成其他多环碳化合物的有用中间体。在化学式1中，R1是苯基，R2和R3是氢原子，或者R1，R2和R3可以与相邻的取代基连接形成5到10元环的脂肪族或芳香族环。
• Diastereoselective Synthesis of Seven- and Eight-Membered Oxabicycles via Prins-Type Cyclization
  作者：Yong Cho、Hyun Kang、Sang Kim、Ae Pae、Hun Koh、Moon Chang、Kyung Choi、So-Yeop Han

  DOI：10.1055/s-2004-832841

  日期：——

  A novel methodology for the diastereoselective synthesis of seven- and eight-membered oxabicycles bearing dimethylidene via Prins-type cyclization was developed. The reaction takes place in the presence of TMSOTf in diethyl ether at -78 °C.

  本研究开发了一种通过 Prins 型环化反应非对映选择性合成含二亚甲基的七元和八元草环的新方法。反应在 TMSOTf 存在下于 -78 °C 的二乙醚中进行。