(4aR,9aS)-4a-methyl-1,4,9,9a-tetrahydroxanthene | 1064682-72-9

• 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: (4aR,9aS)-4a-methyl-1,4,9,9a-tetrahydroxanthene
• CAS: 1064682-72-9
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: XUAMGKCYZLPODN-GXTWGEPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(3-methylhepta-2,6-dienyl)phenol 在 silver tetrafluoroborate 、 PtCl₂((S)-4,12-bis(di(3,5-xylyl)phosphanyl)-[2,2]paracyclophane) 作用下， 生成 (4aS,9aR)-4a-methyl-1,4,9,9a-tetrahydroxanthene 、 (4aR,9aS)-4a-methyl-1,4,9,9a-tetrahydroxanthene
  参考文献：
  名称：

  多烯的不对称氧化阳离子/烯烃环化：可逆级联环化的证据。

  摘要：

  DOI：

  10.1002/anie.200801423

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.
• Enantioselective Cascade Cyclization/Protodemetalation of Polyenes with N₃Pt²⁺ Catalysts
  作者：Ha Nguyen、Michel R. Gagné

  DOI：10.1021/cs401190c

  日期：2014.3.7

  The combination of the N-based pincer ligand PyBOX with Pt2+ leads to new catalysts for the enantioselective cycloisomerization of dienyl- and trienyl-ols. The mechanistic combination of electrophilic cyclization followed by rapid protodemetalation is surprising and leads to a powerful construct for developing new reactions.