2,5,7-trimethyl-1-tetralone

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2,5,7-trimethyl-1-tetralone
• 英文别名: (2R)-2,5,7-trimethyl-3,4-dihydro-2H-naphthalen-1-one
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: FDIUTZDNTGGXGB-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  5,7-二甲基-1-萘满酮 在 palladium diacetate 、 甲酸 、 (S)-t-Bu-phosphinooxazoline 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 2,5,7-trimethyl-1-tetralone
  参考文献：
  名称：

  Catalytic Enantioselective Decarboxylative Protonation

  摘要：

  We report a highly enantioselective, general catalytic system for the facile synthesis of tertiary stereocenters by protonation adjacent to cyclic ketones. The method relies on catalytic decarboxylative protonation of readily accessible racemic quaternary beta-ketoesters. A range of substituted cycloalkanone compounds can be accessed through this process with high levels of enantioselectivity.

  DOI：

  10.1021/ja063335a

文献信息

• Homogeneous Pd-Catalyzed Enantioselective Decarboxylative Protonation
  作者：Smaranda C. Marinescu、Toyoki Nishimata、Justin T. Mohr、Brian M. Stoltz

  DOI：10.1021/ol702821j

  日期：2008.3.1

  General homogeneous conditions for the palladium-catalyzed synthesis of carbonyl compounds with tertiary carbon stereocenters at the alpha-position are reported. The highly reactive catalyst tolerates a variety of substrate substitution and-functionality, and generates enantioenriched cyclic ketones from racemic allyl beta-ketoester starting materials.
• Catalytic Enantioselective Decarboxylative Protonation
  作者：Justin T. Mohr、Toyoki Nishimata、Douglas C. Behenna、Brian M. Stoltz

  DOI：10.1021/ja063335a

  日期：2006.9.1

  We report a highly enantioselective, general catalytic system for the facile synthesis of tertiary stereocenters by protonation adjacent to cyclic ketones. The method relies on catalytic decarboxylative protonation of readily accessible racemic quaternary beta-ketoesters. A range of substituted cycloalkanone compounds can be accessed through this process with high levels of enantioselectivity.