4-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-1,3-dioxolan-4-yl)benzaldehyde | 1136889-79-6

• 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-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-1,3-dioxolan-4-yl)benzaldehyde
• 英文别名: 4-[(2S,4R)-2-tert-butyl-5-oxo-4-phenyl-1,3-dioxolan-4-yl]benzaldehyde
• CAS: 1136889-79-6
• 化学式: C₂₀H₂₀O₄
• 分子量: 324.376
• InChiKey: APAYWOFDYPSLOS-UYAOXDASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one 、 对溴苯甲醛 在 palladium diacetate 、 lithium hexamethyldisilazane 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 以77%的产率得到4-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-1,3-dioxolan-4-yl)benzaldehyde
  参考文献：
  名称：

  Diastereoselective Room-Temperature Pd-Catalyzed α-Arylation and Vinylation of Arylmandelic Acid Derivatives

  摘要：

  Palladium-catalyzed alpha-arylation and vinylation of dioxolane (S,S)-I, easily obtained from (S)-mandelic acid, proceeds with high yields and excellent diastereoselectivity at room temperature employing commercially available P(t-Bu)(3)center dot HBF4 and Pd(OAc)(2) as a catalytic precursor system. This method displays general utility for a large variety of aryl, heteroaryl, and vinyl bromides.

  DOI：

  10.1021/ol900131q

文献信息

• Diastereoselective Room-Temperature Pd-Catalyzed α-Arylation and Vinylation of Arylmandelic Acid Derivatives
  作者：Lei Jiang、Stefan Weist、Susanna Jansat

  DOI：10.1021/ol900131q

  日期：2009.4.2

  Palladium-catalyzed alpha-arylation and vinylation of dioxolane (S,S)-I, easily obtained from (S)-mandelic acid, proceeds with high yields and excellent diastereoselectivity at room temperature employing commercially available P(t-Bu)(3)center dot HBF4 and Pd(OAc)(2) as a catalytic precursor system. This method displays general utility for a large variety of aryl, heteroaryl, and vinyl bromides.