(2SR,3SR,4aα,6RS,7RS,8aβ)-perhydro-2,3,4a,6,7,8a-naphthalenehexol | 1256961-19-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2SR,3SR,4aα,6RS,7RS,8aβ)-perhydro-2,3,4a,6,7,8a-naphthalenehexol
• CAS: 1256961-19-9
• 化学式: C₁₀H₁₈O₆
• 分子量: 234.249
• InChiKey: PHANMPVJYYUUBU-IZYATODESA-N

反应信息

• 作为产物：
  描述：

  8a-fluoroperhydro-2,3,4a,6,7-naphthalenepentaol 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.25h， 以96%的产率得到(2SR,3SR,4aα,6RS,7RS,8aβ)-perhydro-2,3,4a,6,7,8a-naphthalenehexol
  参考文献：
  名称：

  A Vicarious One-Pot Transformation of a Fluorocyclitol to a Polycyclitol: Observation of a Formal 4-Fold Axial−Equatorial Epimerization on a Conformationally Locked Scaffold

  摘要：

  A conformationally locked fluoropentol undergoes an interesting transformation to (trans,anti,trans,anti,trans)-perhydro-2,3,4a,6,7,8a-naphthalenehexol essentially under conditions of base-induced transesterification. The proposed rationale for the observed metamorphosis involves a nucleophilic displacement of fluoride, and subsequent stereo- and regioselective anti-Furst-Plattner-type ring-opening of the epoxide thus formed.

  DOI：

  10.1021/jo101660x