(E)-4-chloro-2-(3-methylhepta-2,6-dien-1-yl)phenol | 1417913-01-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-chloro-2-(3-methylhepta-2,6-dien-1-yl)phenol
• 英文别名: 4-chloro-2-[(2E)-3-methylhepta-2,6-dienyl]phenol
• CAS: 1417913-01-9
• 化学式: C₁₄H₁₇ClO
• 分子量: 236.741
• InChiKey: LOFMFTNESQEZBC-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 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)-4-chloro-2-(3-methylhepta-2,6-dien-1-yl)phenol 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60%的产率得到(2R,4aR)-7-chloro-2-fluoro-4a-methyl-2,3,4,4a,9,9a-hexahydro-1H-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：

  对氯苯酚 在 盐酸 、 sodium periodate 、 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 氯仿 、 水 、 mineral oil 为溶剂， 反应 37.5h， 生成 (E)-4-chloro-2-(3-methylhepta-2,6-dien-1-yl)phenol
  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.