2-(naphthalen-1-yl)penta-3,4-dien-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphthalen-1-yl)penta-3,4-dien-2-ol
• 化学式: C₁₅H₁₄O
• 分子量: 210.276
• InChiKey: RHUUEADPPPRLMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  1-萘乙酮 、 allenylboronic acid 2,2-dimethyl-1,3-propanediol ester 在 bis(bis(trimethylsilyl)amido)zinc(II) 作用下， 以 甲苯 为溶剂， 反应 36.0h， 生成 2-(naphthalen-1-yl)penta-3,4-dien-2-ol 、 2-(naphthalen-1-yl)pent-4-yn-2-ol
  参考文献：
  名称：

  Zinc Amide Catalyzed Regioselective Allenylation and Propargylation of Ketones with Allenyl Boronate

  摘要：

  Zinc amide catalyzed, regioselective allenylation and propargylation of ketones with allenyl boronate is reported. Tertiary allenyl and homopropargyl alcohols were obtained, respectively, in high selectivities, from the same starting materials, simply by changing the reaction conditions. The substrate scope was wide. Mechanistic studies suggest that the reactions are controlled under kinetic and thermodynamic conditions.

  DOI：

  10.1021/acs.orglett.5b03045

文献信息

• US3969415A
  申请人：——

  公开号：US3969415A

  公开（公告）日：1976-07-13
• Zinc Amide Catalyzed Regioselective Allenylation and Propargylation of Ketones with Allenyl Boronate
  作者：Yasuhiro Yamashita、Yi Cui、Peizhong Xie、Shu̅ Kobayashi

  DOI：10.1021/acs.orglett.5b03045

  日期：2015.12.18

  Zinc amide catalyzed, regioselective allenylation and propargylation of ketones with allenyl boronate is reported. Tertiary allenyl and homopropargyl alcohols were obtained, respectively, in high selectivities, from the same starting materials, simply by changing the reaction conditions. The substrate scope was wide. Mechanistic studies suggest that the reactions are controlled under kinetic and thermodynamic conditions.