1,4,4-trimethyl-3,8-dioxabicyclo[3.2.1]octan-2-one | 53274-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 1,4,4-trimethyl-3,8-dioxabicyclo[3.2.1]octan-2-one
• CAS: 53274-44-5
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: SEKNWXSVSHGQFU-IMTBSYHQSA-N

反应信息

• 作为产物：
  描述：

  (2R,5S)-5-(2-hydroxypropan-2-yl)oxolane-2-carboxylic acid 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 1,4,4-trimethyl-3,8-dioxabicyclo[3.2.1]octan-2-one
  参考文献：
  名称：

  Tetrapropylammonium Perruthenate Catalyzed Glycol Cleavage to Carboxylic (Di)Acids

  摘要：

  A new method to accomplish glycol cleavage to carboxylic (di)acids in one step using catalytic amounts of tetrapropylammonium perruthenate (TPAP) together with N-methylmorpholine N-Oxide (NMO) as the stoichiometric oxidant is presented. In addition to regenerating the active catalyst, the N-oxide stabilizes intermediary carbonyl hydrates and thereby shifts a crucial equilibrium. The mild oxidation protocol is applicable to a broad range of substrates providing the respective acids, diacids, or keto acids in high yields.

  DOI：

  10.1021/ol202354g