3-Allyl-2-bromo-cyclopent-2-enol | 645421-45-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 3-Allyl-2-bromo-cyclopent-2-enol
• 英文别名: 2-Bromo-3-(prop-2-en-1-yl)cyclopent-2-en-1-ol；2-bromo-3-prop-2-enylcyclopent-2-en-1-ol
• CAS: 645421-45-0
• 化学式: C₈H₁₁BrO
• 分子量: 203.079
• InChiKey: OEBPQYGSDKEIHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Allyl-2-bromo-cyclopent-2-enol 在 三甲基氯硅烷 、 双(三甲基硅烷基)氨基钾 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 2-(1-Allyl-2-bromo-cyclopent-2-enyl)-pent-4-enoic acid
  参考文献：
  名称：

  A sequential Claisen/ring-closing metathesis approach to the synthesis of spirocyclic cyclopentanes and cyclohexanes

  摘要：

  A new method for the formation of spirocycles is described using a sequential Ireland-Claisen/Metathesis strategy to construct spirocyclic systems. Optimization of the Ireland-Claisen conditions provides the key metathesis substrates. The metathesis reactions were highly regioselective by virtue of steric hindrance in the substrate olefins. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.190
• 作为产物：
  描述：

  3-Allyl-2-bromo-cyclopent-2-enone 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 生成 3-Allyl-2-bromo-cyclopent-2-enol
  参考文献：
  名称：

  A sequential Claisen/ring-closing metathesis approach to the synthesis of spirocyclic cyclopentanes and cyclohexanes

  摘要：

  A new method for the formation of spirocycles is described using a sequential Ireland-Claisen/Metathesis strategy to construct spirocyclic systems. Optimization of the Ireland-Claisen conditions provides the key metathesis substrates. The metathesis reactions were highly regioselective by virtue of steric hindrance in the substrate olefins. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.190

文献信息

• A sequential Claisen/ring-closing metathesis approach to the synthesis of spirocyclic cyclopentanes and cyclohexanes
  作者：Patrick Beaulieu、William W. Ogilvie

  DOI：10.1016/j.tetlet.2003.09.190

  日期：2003.12

  A new method for the formation of spirocycles is described using a sequential Ireland-Claisen/Metathesis strategy to construct spirocyclic systems. Optimization of the Ireland-Claisen conditions provides the key metathesis substrates. The metathesis reactions were highly regioselective by virtue of steric hindrance in the substrate olefins. (C) 2003 Elsevier Ltd. All rights reserved.