Chin. J. Org. Chem. ›› 2001, Vol. 21 ›› Issue (11): 1074-1080. Previous Articles     Next Articles

Sm(Ⅲ)催化的三级环氧醇高度非对映选择性重排还原 反应-1, 3-二醇单酯的新 合成方法

樊春安;宋振雷;涂永强;王保民   

  1. 兰州大学化学系应用有机化学国家重点实验室.甘肃
  • 发布日期:2001-11-25

Sm(Ⅲ)-catalyzed highly diastereoselective rearrangement and reduction of α-hydroxy epoxides-a new synthetic method for preparing 1, 3-diol monoesters

Fan Chunan;Song Zhenlei;Tu Yongqiang;Wang Baomin   

  1. Department of Chemistry, National Laboratory of Applied Organic. LActa Botanica Sini
  • Published:2001-11-25

A new Sm(Ⅲ)-catalyzed tandem reaction of α-hydroxy epoxide has been discovered, where two catalyti reactions occur sequentially in one-pot and afford three contiguous stereocenters in a highly diastereoselective manner. It could be developed to a general procedure for diastereoselective construction of 2-quaternary-1, 3- diol units. Extensive investigations of the reaction conditions and mechanism are also described.

Key words: REACTION MECHANISM, SELECTIVITY, HYDROXY GROUP, EPOXIDE, SAMARIUM COMPOUNDS, DIASTEROISOMERISM, SYNTHESIS METHODS

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