4-((1S,2S)-2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl)phenol | 1338601-03-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 4-((1S,2S)-2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl)phenol
• 英文别名: 4-[(1S,2S)-2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl]phenol
• CAS: 1338601-03-8
• 化学式: C₁₈H₂₀O
• 分子量: 252.356
• InChiKey: PWUYBDOZBCIILL-UGSOOPFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-乙基-1,2,3,4-四氢-1-萘酚 、 苯酚 在 四氟硼酸-二乙醚络合物 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 2-(2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl)phenol 、 4-((1R,2R)-2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl)phenol 、 4-((1S,2S)-2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl)phenol 、 4-(2-ethyl-1,2,3,4-tetrahydronaphthalen-1-yl)phenol
  参考文献：
  名称：

  Diastereoselective Friedel–Crafts Alkylation of Hydronaphthalenes

  摘要：

  An efficient and versatile synthesis of chiral tetralins has been developed using both inter- and intra-molecular Friedel Crafts alkylation as a key step. The readily available hydronaphthalene substrates were prepared via a highly enantioselective metal-catalyzed ring opening of meso-oxabicyclic alkenes followed by hydrogenation. A wide variety of complex tetracyclic compounds have been isolated with high levels of regio-, diastereo-, and enantioselectivity.

  DOI：

  10.1021/jo201781x

文献信息

• Diastereoselective Friedel–Crafts Alkylation of Hydronaphthalenes
  作者：Jennifer Tsoung、Katja Krämer、Adam Zajdlik、Clemence Liébert、Mark Lautens

  DOI：10.1021/jo201781x

  日期：2011.11.4

  An efficient and versatile synthesis of chiral tetralins has been developed using both inter- and intra-molecular Friedel Crafts alkylation as a key step. The readily available hydronaphthalene substrates were prepared via a highly enantioselective metal-catalyzed ring opening of meso-oxabicyclic alkenes followed by hydrogenation. A wide variety of complex tetracyclic compounds have been isolated with high levels of regio-, diastereo-, and enantioselectivity.