(2S,5R)-2-tert-butyl-5-(4-tert-butylphenyl)-5-phenyl-1,3-dioxolan-4-one | 1136889-71-8

• 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: (2S,5R)-2-tert-butyl-5-(4-tert-butylphenyl)-5-phenyl-1,3-dioxolan-4-one
• CAS: 1136889-71-8
• 化学式: C₂₃H₂₈O₃
• 分子量: 352.474
• InChiKey: MGQDNWGIOXDCEX-NFBKMPQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-叔丁基溴苯 、 (2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one 在 palladium diacetate 、 lithium hexamethyldisilazane 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 以96%的产率得到(2S,5R)-2-tert-butyl-5-(4-tert-butylphenyl)-5-phenyl-1,3-dioxolan-4-one
  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.