(S)-4-tert-Butyl-2-((1R,2S)-1-methyl-2-phenyl-1,2-dihydro-naphthalen-1-yl)-4,5-dihydro-oxazole | 132938-20-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-4-tert-Butyl-2-((1R,2S)-1-methyl-2-phenyl-1,2-dihydro-naphthalen-1-yl)-4,5-dihydro-oxazole
• 英文别名: (S)-4-tert-Butyl-2-(1-methyl-2-phenyl-1,2-dihydro-naphthalen-1-yl)-4,5-dihydro-oxazole
• CAS: 132938-20-6
• 化学式: C₂₄H₂₇NO
• 分子量: 345.484
• InChiKey: XCUXWPGWCLPQPR-ZPGVXSSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-4-tert-Butyl-2-((1R,2S)-1-methyl-2-phenyl-1,2-dihydro-naphthalen-1-yl)-4,5-dihydro-oxazole 在 三氟甲烷磺酸甲酯 作用下， 反应 4.0h， 生成 (1S,2R)-1-methyl-2-phenyl-1,2-dihydronaphthalene-1-carbaldehyde 、 (1R,2S)-1-methyl-2-phenyl-1,2-dihydronaphthalene-1-carbaldehyde
  参考文献：
  名称：

  Asymmetric tandem additions to chiral naphthyloxazolines. A new and potent chiral auxiliary resulting in a major improvement in convenience and efficiency

  摘要：

  Excellent diastereofacial selectivities over a wide range of temperatures (-78 to 25-degrees-C) were obtained with the title compounds with use of chiral oxazolines derived from (S)-valinol or (S)-tert-leucinol. These are the first useful levels of asymmetric induction observed without the presence of the chelating methoxyl groups. The dihydronaphthylcarbinols and aldehydes resulting from these additions were obtained in > 98% ee.

  DOI：

  10.1021/jo00007a010