(S)-2-((S)-1-Allyl-1,4-dihydro-naphthalen-1-yl)-4-isopropyl-4,5-dihydro-oxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-((S)-1-Allyl-1,4-dihydro-naphthalen-1-yl)-4-isopropyl-4,5-dihydro-oxazole
• 英文别名: (4S)-4-propan-2-yl-2-[(1S)-1-prop-2-enyl-4H-naphthalen-1-yl]-4,5-dihydro-1,3-oxazole
• 化学式: C₁₉H₂₃NO
• 分子量: 281.398
• InChiKey: HIOXIXRIHZRTOS-MJGOQNOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-4-isopropyl-2-(naphthalen-1-yl)-4,5-dihydro-1,3-oxazole 在 四丁基氟化铵 、 lithium 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 生成 (S)-2-((S)-1-Allyl-1,4-dihydro-naphthalen-1-yl)-4-isopropyl-4,5-dihydro-oxazole
  参考文献：
  名称：

  Asymmetric Synthesis of 1,1-Disubstituted Tetralins and Dihydronaphthalenes by Diastereoselective Addition of Lithiosilanes to Chiral Naphthalenes

  摘要：

  Highly diastereoselective additions of lithiosilanes to chiral naphthalenes can be performed in ether/THF. Trapping of the resulting azaenolate, followed by protodesilylation, allows access to 1,1-disubstituted tetralins or dihydronaphthalenes in good yields and high enantiomeric excess.

  DOI：

  10.1021/jo00084a007

文献信息

• Asymmetric Synthesis of 1,1-Disubstituted Tetralins and Dihydronaphthalenes by Diastereoselective Addition of Lithiosilanes to Chiral Naphthalenes
  作者：Alison N. Hulme、A. I. Meyers

  DOI：10.1021/jo00084a007

  日期：1994.3

  Highly diastereoselective additions of lithiosilanes to chiral naphthalenes can be performed in ether/THF. Trapping of the resulting azaenolate, followed by protodesilylation, allows access to 1,1-disubstituted tetralins or dihydronaphthalenes in good yields and high enantiomeric excess.