Asymmetric epoxidation of alpha-olefins having neighboring sugar chiral templates and alternating copolymerization with dicarboxylic anhydrides.

@article{Takasu2005AsymmetricEO,
  title={Asymmetric epoxidation of alpha-olefins having neighboring sugar chiral templates and alternating copolymerization with dicarboxylic anhydrides.},
  author={A. Takasu and T. Bando and Y. Morimoto and Y. Shibata and T. Hirabayashi},
  journal={Biomacromolecules},
  year={2005},
  volume={6 3},
  pages={
          1707-12
        }
}
  • A. Takasu, T. Bando, +2 authors T. Hirabayashi
  • Published 2005
  • Chemistry, Medicine
  • Biomacromolecules
  • Sugar-substituted epoxides 5-8 were synthesized by asymmetric epoxidation (in CH(2)Cl(2)/water) of alpha-olefins having neighboring sugars (1-4) by use of an achiral oxidant (MCPBA), in which the sugar moiety acted as a chiral template. The diastereoselectivities depend on the methylene spacer between vinyl group and carbohydrate derivatives. The methylene spacer between sugar and vinyl groups influenced the diastereoselectvity. In the case of epoxidation of 4 at 27 degrees C for 24 h, the… CONTINUE READING
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