(S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole | 154547-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole
• 英文别名: dimethyl-[(1S,2S)-1-methyl-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]-2H-naphthalen-2-yl]-phenylsilane
• CAS: 154547-94-1
• 化学式: C₂₅H₃₁NOSi
• 分子量: 389.613
• InChiKey: GFGKZTUEXVRVNI-GIFXNVAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole 在 Wilkinson's catalyst 四丁基氟化铵 作用下， 生成 (S)-4-Isopropyl-2-((S)-1-methyl-1,2-dihydro-naphthalen-1-yl)-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
• 作为产物：
  描述：

  (S)-4-isopropyl-2-(naphthalen-1-yl)-4,5-dihydro-1,3-oxazole 、 苯基二甲基氯硅烷 、 碘甲烷 在 lithium 作用下， 生成 (S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole 、 (S)-2-[(1R,2R)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-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