(1R,4S)-1,7,7-trimethyl-2-[(E)-2-(triphenylphospanylidene)hex-4-enoyl]-2-azabicyclo[2.2.1]heptan-3-one

• 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: (1R,4S)-1,7,7-trimethyl-2-[(E)-2-(triphenylphospanylidene)hex-4-enoyl]-2-azabicyclo[2.2.1]heptan-3-one
• 英文别名: (1R,4S)-1,7,7-trimethyl-2-[(E)-2-(triphenyl-lambda5-phosphanylidene)hex-4-enoyl]-2-azabicyclo[2.2.1]heptan-3-one；(1R,4S)-1,7,7-trimethyl-2-[(E)-2-(triphenyl-λ5-phosphanylidene)hex-4-enoyl]-2-azabicyclo[2.2.1]heptan-3-one
• 化学式: C₃₃H₃₆NO₂P
• 分子量: 509.628
• InChiKey: ZHOQOQLYMGOOFX-KZNHPBFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (三苯基膦烯)乙烯酮 以 甲苯 、 乙腈 为溶剂， 反应 27.0h， 生成 (1R,4S)-1,7,7-trimethyl-2-[(E)-2-(triphenylphospanylidene)hex-4-enoyl]-2-azabicyclo[2.2.1]heptan-3-one
  参考文献：
  名称：

  Facile Preparation and Functionalization of Chiral Stabilized Ylides from Common Chiral Auxiliaries Using Triphenyl- phosphoranylideneketene (the Bestmann Ylide) and Their Use in Wittig Reactions

  摘要：

  Camphor-derived lactams and other related chiral controllers have been found to react with the Bestmann ylide (triphenyl-phosphoranylideneketene) upon heating in toluene. The resulting parent ylides provide convenient access to a structurally diverse set of chiral stabilized ylides via functionalization. The utility of these chiral ylides for Wittig reactions has been briefly investigated and the effects of alpha-substitution noted.

  DOI：

  10.1021/jo061732y

文献信息

• Facile Preparation and Functionalization of Chiral Stabilized Ylides from Common Chiral Auxiliaries Using Triphenyl- phosphoranylideneketene (the Bestmann Ylide) and Their Use in Wittig Reactions
  作者：Robert K. Boeckman,、Xinyi Song、Joseph E. Pero

  DOI：10.1021/jo061732y

  日期：2006.11.1

  Camphor-derived lactams and other related chiral controllers have been found to react with the Bestmann ylide (triphenyl-phosphoranylideneketene) upon heating in toluene. The resulting parent ylides provide convenient access to a structurally diverse set of chiral stabilized ylides via functionalization. The utility of these chiral ylides for Wittig reactions has been briefly investigated and the effects of alpha-substitution noted.