(4R,5S)-1,5-dimethyl-3-lithio-4-phenyl-2-imidazolidinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4R,5S)-1,5-dimethyl-3-lithio-4-phenyl-2-imidazolidinone
• 英文别名: lithium;(4R,5S)-1,5-dimethyl-4-phenyl-4,5-dihydroimidazol-2-olate
• 化学式: C₁₁H₁₃LiN₂O
• 分子量: 196.178
• InChiKey: ZGIRNAQZAXZCKB-GNAZCLTHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.44
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  21.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4R,5S)-1,5-dimethyl-3-lithio-4-phenyl-2-imidazolidinone 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (4S,5R)-1-[4-tert-Butyl-1-((S)-1-hydroxy-ethyl)-cyclohexanecarbonyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one
  参考文献：
  名称：

  Synthesis of optically active 1-t-butyl-4-ethylidenecyclohexane via CO2-elimination from a spirofused β-lactone

  摘要：

  (R)-1-t-Butyl-4-ethylidene cyclohexane (R)-1) is prepared with >98% ee from 4-t-butylcyclo-hexane carboxylic acid via the optically active beta-lactone 10.

  DOI：

  10.1016/0040-4039(95)01596-a

文献信息

• Asymmetric Construction of 4<i>H</i>-Carbazol-4-one Intermediates via the Cyclohexadienone Annulation of Chiral Carbene Complexes
  作者：John F. Quinn、Timothy S. Powers、William D. Wulff、Glenn P. A. Yap、Arnold L. Rheingold

  DOI：10.1021/om970639k

  日期：1997.11.1

  The quaternary carbon in a 4H-carbazol-4-one can be introduced with high stereoprecision in the cyclohexadienone annulation of a 2-indolyl chromium carbene complex bearing an imidazolidinone chiral auxiliary. The chiral complex 12 was found to exist as atropisomers that were readily separated, and each was found to react with the same alkyne to give opposite configurations at the quaternary carbon

  可以高立体精度将4 H-咔唑-4-酮中的季碳引入带有咪唑烷酮手性助剂的2-吲哚基铬卡宾配合物的环己二酮环化中。发现手性络合物12以易于分离的阻转异构体的形式存在，并且发现它们各自与相同的炔反应，在4 H-咔唑-4-一产物的季碳上给出相反的构型。
• Asymmetric Induction in the Electrochemical Cross-Coupling of Aryl Halides with α-Chloropropionic Acid Derivatives Catalyzed by Nickel Complexes
  作者：Muriel Durandetti、Jacques Périchon、Jean-Yves Nédélec

  DOI：10.1021/jo971279d

  日期：1997.11.1
• Synthesis of optically active 1-t-butyl-4-ethylidenecyclohexane via CO2-elimination from a spirofused β-lactone
  作者：Johann Mulzer、Thomas Speck、Jürgen Buschmann、Peter Luger

  DOI：10.1016/0040-4039(95)01596-a

  日期：1995.10

  (R)-1-t-Butyl-4-ethylidene cyclohexane (R)-1) is prepared with >98% ee from 4-t-butylcyclo-hexane carboxylic acid via the optically active beta-lactone 10.