(2S,5S)-2-tert-butyl-5-((Z)-3,3,3-trifluoroprop-1-enyl)-5-phenyl-1,3-dioxolan-4-one | 1136890-03-3

• 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,5S)-2-tert-butyl-5-((Z)-3,3,3-trifluoroprop-1-enyl)-5-phenyl-1,3-dioxolan-4-one
• 英文别名: (2S,5S)-2-tert-butyl-5-phenyl-5-[(Z)-3,3,3-trifluoroprop-1-enyl]-1,3-dioxolan-4-one
• CAS: 1136890-03-3
• 化学式: C₁₆H₁₇F₃O₃
• 分子量: 314.304
• InChiKey: XSSLKXQPBOUOIV-OHXSVUBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (Z)-1-溴-3,3,3-三氟-1-丙烯 、 (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78%的产率得到(2S,5S)-2-tert-butyl-5-((Z)-3,3,3-trifluoroprop-1-enyl)-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.