| 1337935-24-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1337935-24-6
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: RPJUEHSTHWCNOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-丙二烯基-4,4,5,5-四甲基-1,3,2-二氧杂硼烷 、 3-甲酰基苯氧基乙酸乙酯 在 diethylzinc 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以93%的产率得到
  参考文献：
  名称：

  Zinc-Catalyzed Allenylations of Aldehydes and Ketones

  摘要：

  The general zinc-catalyzed allenylation of aldehydes and ketones with an allenyl boronate Is presented. Preliminary mechanistic studies support a kinetically controlled process wherein, after a site-selective Ban exchange to generate a propargyl zinc intermediate, the addition to the electrophile effectively competes with propargyl-allenyl zinc equilibration. The utility of the methodology was demonstrated by application to a rhodium-catalyzed [4 + 2] cycloaddition.

  DOI：

  10.1021/ol202343c

文献信息

• Zinc-Catalyzed Allenylations of Aldehydes and Ketones
  作者：Daniel R. Fandrick、Jaideep Saha、Keith R. Fandrick、Sanjit Sanyal、Junichi Ogikubo、Heewon Lee、Frank Roschangar、Jinhua J. Song、Chris H. Senanayake

  DOI：10.1021/ol202343c

  日期：2011.10.21

  The general zinc-catalyzed allenylation of aldehydes and ketones with an allenyl boronate Is presented. Preliminary mechanistic studies support a kinetically controlled process wherein, after a site-selective Ban exchange to generate a propargyl zinc intermediate, the addition to the electrophile effectively competes with propargyl-allenyl zinc equilibration. The utility of the methodology was demonstrated by application to a rhodium-catalyzed [4 + 2] cycloaddition.