(2R,4aR)-7-chloro-2-fluoro-4a-methyl-2,3,4,4a,9,9a-hexahydro-1H-xanthene | 1417913-08-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2R,4aR)-7-chloro-2-fluoro-4a-methyl-2,3,4,4a,9,9a-hexahydro-1H-xanthene
• 英文别名: (2R,4aR,9aR)-7-chloro-2-fluoro-4a-methyl-1,2,3,4,9,9a-hexahydroxanthene
• CAS: 1417913-08-6
• 化学式: C₁₄H₁₆ClFO
• 分子量: 254.732
• InChiKey: GVPSTSHWJSATGS-MPKXVKKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  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

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.