(3R,4R)-3-methyl-4-phenylcyclopentan-1-one | 22273-75-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (3R,4R)-3-methyl-4-phenylcyclopentan-1-one
• CAS: 22273-75-2；102836-28-2；102836-29-3
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: XESHCXOVTPJVEZ-BXKDBHETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  methyl (4R^*,5S^*)-5-methyl-2-oxo-3-phenylcyclopentanecarboxylate 在 4-二甲氨基吡啶 作用下， 以 水 、 甲苯 为溶剂， 以65%的产率得到(3R,4R)-3-methyl-4-phenylcyclopentan-1-one
  参考文献：
  名称：

  Diastereoselection in rhodium-mediated intramolecular C-H insertion: preparation of a trans-3,4 dialkyl cyclopentane

  摘要：

  DOI：

  10.1016/s0040-4039(00)98618-0

文献信息

• Intermolecular Pauson−Khand Reactions of Cyclopropene:  A General Synthesis of Cyclopentanones
  作者：Iolanda Marchueta、Xavier Verdaguer、Albert Moyano、Miquel A. Pericàs、Antoni Riera

  DOI：10.1021/ol016505r

  日期：2001.10.1

  GRAPHICSThe Pauson-Khand reaction of cyclopropene with a variety of terminal alkynes has been studied. The best reaction conditions involve NMO activation in CH2Cl2 at -35 degreesC. In this way, 3-substituted-bicyclo[3.1.0]hex-3-en-2-ones have been obtained in good to excellent yields. As a synthetic application, several types of substituted cyclopentenones have been prepared from these cycloadducts by protocols involving conjugate addition and reductive ring opening.
• TABER, D. F.;RUCKLE, R. E. ,, JR., TETRAHEDRON LETT., 1985, 26, N 26, 3059-3062
  作者：TABER, D. F.、RUCKLE, R. E. ,, JR.

  DOI：——

  日期：——