Novel thiourea-amine bifunctional catalysts for asymmetric conjugate addition of ketones/aldehydes to nitroalkenes: rational structural combination for high catalytic efficiency.

@article{Chen2010NovelTB,
  title={Novel thiourea-amine bifunctional catalysts for asymmetric conjugate addition of ketones/aldehydes to nitroalkenes: rational structural combination for high catalytic efficiency.},
  author={Jia-Rong Chen and Y Cao and You-Quan Zou and Fen Tan and Liang Fu and Xiao-yu Zhu and Wen-Jing Xiao},
  journal={Organic & biomolecular chemistry},
  year={2010},
  volume={8 6},
  pages={1275-9}
}
A series of thiourea-amine bifunctional catalysts have been developed by a rational combination of prolines with cinchona alkaloids, which are connected by a thiourea motif. The catalyst 3a, prepared from L-proline and cinchonidine, was found to be a highly efficient catalyst for the conjugate addition of ketones/aldehydes to a wide range of nitroalkenes (up to 98/2 dr and 96% ee). The privileged cinchonidine backbone and the thiourea motif are essential to the reaction activity and… CONTINUE READING

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