化学学报 ›› 2001, Vol. 59 ›› Issue (12): 2191-2196. 上一篇    下一篇

研究论文

三级环氧醇与PCC的非对映性氧化反应研究

任世阔;樊春安;王保民;窦花妮;王飞;涂永强   

  1. 兰州大学化学系.兰州(730000);兰州大学应用有机化学国家重点实验室.兰州 (730000)
  • 发布日期:2001-12-15

Diastereoselective oxidation reaction between pyridinium chlorochromate and tertiary α-hydroxy epoxides

Ren Shikuo;Fan Chunan;Wang Baomin;Dou Huani;Wang Fei;Tu Yongqiang   

  1. Lanzhou Univ, Dept Chem.Lanzhou(730000);Lanzhou Univ, State Key Lab Appl Organ Chem.Lanzhou(730000)
  • Published:2001-12-15

报道一类新颖的氯铬酸吡啶盐(PCC)与三级环氧醇的非对映选择性氧化反应,就反应的立体选择性、化学选择性和可能的反应机理进行了讨论。该反应不仅可用于制备手性的三级环氧醇,同时还可以用于合成含有手性季碳中心的1,3-二酮。

关键词: 环氧醇, 吡啶P, 铬酸P, 氧化, 酮, 选择性

A novel diastereoselective oxidation reaction between pyridinium chlorochromate and the tertiary α-hydroxy epoxides is described. The stereoselectivity, chemoselectivity and the possible reaction mechanism have been discussed. This reaction could be developed to a synthetic method of chiral tertiary α-hydroxy epoxides as well as 1, 3-diones with a quaternary carbon at 2-position.

Key words: PYRIDINE P, CHROMIC ACID P, OXIDATION, KETONE, SELECTIVITY

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