Organocatalytic asymmetric nitroaldol reaction: cooperative effects of guanidine and thiourea functional groups.

@article{Sohtome2007OrganocatalyticAN,
  title={Organocatalytic asymmetric nitroaldol reaction: cooperative effects of guanidine and thiourea functional groups.},
  author={Yoshihiro Sohtome and Nobuko Takemura and Keisuke Takada and Rika Takagi and Toshitsugu Iguchi and Kazuo Nagasawa},
  journal={Chemistry, an Asian journal},
  year={2007},
  volume={2 9},
  pages={1150-60}
}
Catalytic enantio- and diastereoselective nitroaldol reactions were explored by using designed guanidine-thiourea bifunctional organocatalysts under mild and operationally simple biphasic conditions. These catalytic asymmetric reactions have a broad substrate generality with respect to the variety of aldehydes and nitroalkanes. Based on this catalytic nitroaldol process, straightforward syntheses of cytoxazone and 4-epi-cytoxazone were achieved. These catalytic nitroaldol reactions require KI… CONTINUE READING

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