1-allyl-3-phenyl-1,2,4,5,6,6a-hexahydropentalen-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-allyl-3-phenyl-1,2,4,5,6,6a-hexahydropentalen-2-ol
• 英文别名: (1R,2R,6aR)-3-phenyl-1-prop-2-enyl-1,2,4,5,6,6a-hexahydropentalen-2-ol
• 化学式: C₁₇H₂₀O
• 分子量: 240.345
• InChiKey: ZSQQYFFZJOROHH-YSVLISHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  丙烯酰碘 、 8-(phenyl)oct-2-en-7-ynal 在 bis(1,5-cyclooctadiene)nickel (0) 、 四甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以72%的产率得到1-allyl-3-phenyl-1,2,4,5,6,6a-hexahydropentalen-2-ol
  参考文献：
  名称：

  Cascade Cyclizations and Couplings Involving Nickel Enolates

  摘要：

  A new strategy for effecting cascade cyclization processes using nickel enolates has been developed. Nickel enolates may be cleanly generated by the oxidative cyclization of an enal and alkyne with Ni(0), and the resulting enolate may be functionalized by a variety of alkylation processes. Partially and fully intramolecular versions of the process allow the rapid synthesis of complex polycyclics from simple achiral, acyclic precursors.

  DOI：

  10.1021/ja037423w

文献信息

• Cascade Cyclizations and Couplings Involving Nickel Enolates
  作者：Gireesh M. Mahandru、Andy R. L. Skauge、Sanjoy K. Chowdhury、Kande K. D. Amarasinghe、Mary Jane Heeg、John Montgomery

  DOI：10.1021/ja037423w

  日期：2003.11.1

  A new strategy for effecting cascade cyclization processes using nickel enolates has been developed. Nickel enolates may be cleanly generated by the oxidative cyclization of an enal and alkyne with Ni(0), and the resulting enolate may be functionalized by a variety of alkylation processes. Partially and fully intramolecular versions of the process allow the rapid synthesis of complex polycyclics from simple achiral, acyclic precursors.