4-cinnamyl-2,2-dimethyl-1,3-dioxolane | 132304-45-1

• 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: 4-cinnamyl-2,2-dimethyl-1,3-dioxolane
• 英文别名: 2,2-dimethyl-4-[(E)-3-phenylprop-2-enyl]-1,3-dioxolane
• CAS: 132304-45-1
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: OZYFGPFUFVJJKA-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(氯甲基)-2,2-二甲基-1,3-二噁烷 、 反式-苯乙烯三氟硼酸钾 在 bis(1,5-cyclooctadiene)nickel (0) 、 环戊基甲醚 、 sodium hexamethyldisilazane 、 L-脯氨醇 作用下， 以 叔丁醇 为溶剂， 以47%的产率得到4-cinnamyl-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides

  摘要：

  A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochemistry or regiochemistry was observed.

  DOI：

  10.1021/ol500408a

文献信息

• Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
  作者：Gary A. Molander、O. Andreea Argintaru

  DOI：10.1021/ol500408a

  日期：2014.4.4

  A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochemistry or regiochemistry was observed.