(E)-1-(3-methylhepta-2,6-dien-1-yl)naphthalen-2-ol | 1417912-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-1-(3-methylhepta-2,6-dien-1-yl)naphthalen-2-ol
• 英文别名: 1-[(2E)-3-methylhepta-2,6-dienyl]naphthalen-2-ol
• CAS: 1417912-98-1
• 化学式: C₁₈H₂₀O
• 分子量: 252.356
• InChiKey: MKWHTCGENMFKLX-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-(3-methylhepta-2,6-dien-1-yl)naphthalen-2-ol 在 silver tetrafluoroborate 、 xenon fluoride 、 甲氧基三甲基硅烷 、 五氟苯腈 、 C₄₈H₅₀I₂P₂Pt 作用下， 反应 24.0h， 以67%的产率得到(7aR,10R)-10-fluoro-7a-methyl-8,9,10,11,11a,12-hexahydro-7aH-benzo[a]xanthene
  参考文献：
  名称：

  Catalytic Enantioselective Cyclization and C3-Fluorination of Polyenes

  摘要：

  (Xylyl-phanephos)Pt2+ in combination with XeF2 mediates the consecutive diastereoselective cation-olefin cyclization/fluorination of polyene substrates. Isolated yields were typically in the 60-69% range while enantioselectivities reached as high as 87%. The data are consistent with a stereoretentive fluorination of a P2Pt-alkyl cation intermediate.

  DOI：

  10.1021/ja3116795
• 作为产物：
  描述：

  (E)-7-bromo-5-methylhepta-1,5-diene 、 2-萘酚 在 sodium hydride 作用下， 以 乙醚 、 mineral oil 为溶剂， 反应 17.0h， 以75%的产率得到(E)-1-(3-methylhepta-2,6-dien-1-yl)naphthalen-2-ol
  参考文献：
  名称：

  Catalytic Enantioselective Cyclization and C3-Fluorination of Polyenes

  摘要：

  (Xylyl-phanephos)Pt2+ in combination with XeF2 mediates the consecutive diastereoselective cation-olefin cyclization/fluorination of polyene substrates. Isolated yields were typically in the 60-69% range while enantioselectivities reached as high as 87%. The data are consistent with a stereoretentive fluorination of a P2Pt-alkyl cation intermediate.

  DOI：

  10.1021/ja3116795

文献信息

• Catalytic Enantioselective Cyclization and C3-Fluorination of Polyenes
  作者：Nikki A. Cochrane、Ha Nguyen、Michel R. Gagne

  DOI：10.1021/ja3116795

  日期：2013.1.16

  (Xylyl-phanephos)Pt2+ in combination with XeF2 mediates the consecutive diastereoselective cation-olefin cyclization/fluorination of polyene substrates. Isolated yields were typically in the 60-69% range while enantioselectivities reached as high as 87%. The data are consistent with a stereoretentive fluorination of a P2Pt-alkyl cation intermediate.