5-(4-chlorophenyl)-4-phenyl-4-methyl-2-cyclohexen-1-one | 1233867-75-8

• 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: 5-(4-chlorophenyl)-4-phenyl-4-methyl-2-cyclohexen-1-one
• 英文别名: (4R,5S)-5-(4-chlorophenyl)-4-methyl-4-phenylcyclohex-2-en-1-one
• CAS: 1233867-75-8
• 化学式: C₁₉H₁₇ClO
• 分子量: 296.796
• InChiKey: GKMVLIZNNULLQV-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  2-苯基丙醛 在 dodecyl (R)-4-(N-prolylsulfamoyl)benzoate 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 生成 5-(4-chlorophenyl)-4-phenyl-4-methyl-2-cyclohexen-1-one 、 5-(4-chlorophenyl)-4-phenyl-4-methyl-2-cyclohexen-1-one
  参考文献：
  名称：

  Proline sulphonamide-catalysed Yamada–Otani condensation: reaction development, substrate scope and scaffold reactivity

  摘要：

  描述了一种脯氨酸磺酰胺催化剂方法的发展，用于构建功能化的环己烯酮，该方法具有对映选择性和非对映选择性。探讨了催化剂结构、溶剂效应和添加剂的影响。通过改变醛和烯酮组分，展示了显著的底物范围。环己烯酮骨架的非对映选择性衍生化说明了其在化学合成中作为构建块的实用性。

  DOI：

  10.1039/c2ob25400j

文献信息

• Synthesis of All-Carbon, Quaternary Center-Containing Cyclohexenones through an Organocatalyzed, Multicomponent Coupling
  作者：Hua Yang、Rich G. Carter

  DOI：10.1021/ol1011955

  日期：2010.7.2

  Organocatalyzed multicomponent coupling using a new ester-containing, proline aryl sulfonamide has been developed for accessing densely functionalized cyclohexenones, each containing a quaternary center in high enantio- and diastereoselectivity. In contrast to most enamine/iminium-catalyzed reactions, the use of molecular sieves was critical to optimum enantioselectivity.
• Proline sulphonamide-catalysed Yamada–Otani condensation: reaction development, substrate scope and scaffold reactivity
  作者：Hua Yang、Somdev Banerjee、Rich G. Carter

  DOI：10.1039/c2ob25400j

  日期：——

  The development of a proline sulphonamide-catalysed method for enantioselective and diastereoselective construction of functionalized cyclohexenones is described. Impact of catalyst structure as well as solvent effects and additives are explored. A significant substrate scope is demonstrated by variation of both the aldehyde and the enone components. Diastereoselective derivatization of the cyclohexenone scaffold illustrates its utility as a building block for chemical synthesis.

  描述了一种脯氨酸磺酰胺催化剂方法的发展，用于构建功能化的环己烯酮，该方法具有对映选择性和非对映选择性。探讨了催化剂结构、溶剂效应和添加剂的影响。通过改变醛和烯酮组分，展示了显著的底物范围。环己烯酮骨架的非对映选择性衍生化说明了其在化学合成中作为构建块的实用性。