2-[Cyclohexyl(hydroxy)methyl]prop-2-enyl benzoate | 235090-86-5

• 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: 2-[Cyclohexyl(hydroxy)methyl]prop-2-enyl benzoate
• CAS: 235090-86-5
• 化学式: C₁₇H₂₂O₃
• 分子量: 274.36
• InChiKey: LEQIPRVYMKCOMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[Cyclohexyl(hydroxy)methyl]prop-2-enyl benzoate 在 四(三苯基膦)钯 咪唑 、 diethylzinc 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 3-[[tert-butyl(dimethyl)silyl]oxy-cyclohexylmethyl]-1-phenylbut-3-en-1-ol
  参考文献：
  名称：

  2-Bromoallyl Acetate:  A Useful Structural Unit for Sequential Carbon−Carbon Bond Formation

  摘要：

  [GRAPHICS]2-Bromoallyl acetate has been shown to be an efficient substrate for Ni(II)/Cr(II) mediated coupling reactions with a variety of aliphatic and aryl aldehydes, Surprisingly, elimination of acetate from the intermediate vinylchromium species does not appear to compete with carbon-carbon bond formation. In addition, the allylic acetate products have been shown to be useful allyl nucleophile precursors through palladium mediated reactions. These results suggest that acyloxyalkenyl bromides are efficient linchpins for multiple carbon-carbon bond formation.

  DOI：

  10.1021/ol9900865
• 作为产物：
  描述：

  苯甲酸 在 chromium dichloride 、 N,N-二异丙基乙胺 、 nickel dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 2-[Cyclohexyl(hydroxy)methyl]prop-2-enyl benzoate
  参考文献：
  名称：

  2-Bromoallyl Acetate:  A Useful Structural Unit for Sequential Carbon−Carbon Bond Formation

  摘要：

  [GRAPHICS]2-Bromoallyl acetate has been shown to be an efficient substrate for Ni(II)/Cr(II) mediated coupling reactions with a variety of aliphatic and aryl aldehydes, Surprisingly, elimination of acetate from the intermediate vinylchromium species does not appear to compete with carbon-carbon bond formation. In addition, the allylic acetate products have been shown to be useful allyl nucleophile precursors through palladium mediated reactions. These results suggest that acyloxyalkenyl bromides are efficient linchpins for multiple carbon-carbon bond formation.

  DOI：

  10.1021/ol9900865

文献信息

• 2-Bromoallyl Acetate:  A Useful Structural Unit for Sequential Carbon−Carbon Bond Formation
  作者：Richard E. Taylor、Jeffrey P. Ciavarri

  DOI：10.1021/ol9900865

  日期：1999.8.1

  [GRAPHICS]2-Bromoallyl acetate has been shown to be an efficient substrate for Ni(II)/Cr(II) mediated coupling reactions with a variety of aliphatic and aryl aldehydes, Surprisingly, elimination of acetate from the intermediate vinylchromium species does not appear to compete with carbon-carbon bond formation. In addition, the allylic acetate products have been shown to be useful allyl nucleophile precursors through palladium mediated reactions. These results suggest that acyloxyalkenyl bromides are efficient linchpins for multiple carbon-carbon bond formation.