3-{α-hydroxy-benzylidene}-(+)-camphor

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-{α-hydroxy-benzylidene}-(+)-camphor
• 英文别名: 3-benzoyl-(+)-camphor；(1R,4S)-3-[hydroxy(phenyl)methylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: PFVCRIULCASTAH-PXAZEXFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-{α-hydroxy-benzylidene}-(+)-camphor 在 三氯化磷 作用下， 以42%的产率得到(+)-(E)-3-(α-chlorobenzylidene)camphor
  参考文献：
  名称：

  Synthesis of the first C2-asymmetric phosphinine and its pyrylium precursor

  摘要：

  The synthesis of the first C-2 chiral phosphinine (phosphabenzene) and its pyrylium salt precursor is reported. The chiral phosphinine is derived from (+)-camphor, is a crystalline air-stable solid and is shown to effectively form complexes with metals. A preliminary result using the phosphinine as a ligand for asymmetric catalysis is reported and rationalized structurally. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.085
• 作为产物：
  描述：

  苯甲酸甲酯 、 白樟油 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 以92%的产率得到3-{α-hydroxy-benzylidene}-(+)-camphor
  参考文献：
  名称：

  Synthesis of the first C2-asymmetric phosphinine and its pyrylium precursor

  摘要：

  The synthesis of the first C-2 chiral phosphinine (phosphabenzene) and its pyrylium salt precursor is reported. The chiral phosphinine is derived from (+)-camphor, is a crystalline air-stable solid and is shown to effectively form complexes with metals. A preliminary result using the phosphinine as a ligand for asymmetric catalysis is reported and rationalized structurally. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.085

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Co: SVol.B1, 64, page 136 - 138
  作者：

  DOI：——

  日期：——
• Cullen, William R.; Rettig, Steven J.; Trotter, James, Canadian Journal of Chemistry, 1988, vol. 66, p. 2007 - 2013
  作者：Cullen, William R.、Rettig, Steven J.、Trotter, James、Wickenheiser, Eugene B.

  DOI：——

  日期：——
• Lowry, T. M.; Burgess, H.; Faulkner, I. L., Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences, 1931, vol. 132, p. 387 - 397
  作者：Lowry, T. M.、Burgess, H.、Faulkner, I. L.、Traill, R. C.

  DOI：——

  日期：——
• Synthesis of the first C2-asymmetric phosphinine and its pyrylium precursor
  作者：Jason R. Bell、Andreas Franken、Charles M. Garner

  DOI：10.1016/j.tet.2009.08.085

  日期：2009.11

  The synthesis of the first C-2 chiral phosphinine (phosphabenzene) and its pyrylium salt precursor is reported. The chiral phosphinine is derived from (+)-camphor, is a crystalline air-stable solid and is shown to effectively form complexes with metals. A preliminary result using the phosphinine as a ligand for asymmetric catalysis is reported and rationalized structurally. (c) 2009 Elsevier Ltd. All rights reserved.