Noncovalent Substrate-Directed Enantioselective Heck Reactions: Synthesis of S- and P-Stereogenic Heterocycles.

@article{Azambuja2016NoncovalentSE,
  title={Noncovalent Substrate-Directed Enantioselective Heck Reactions: Synthesis of S- and P-Stereogenic Heterocycles.},
  author={Francisco de Azambuja and Rafaela C Carmona and Tomaz H D Chorro and Gabriel Heerdt and Carlos Roque Duarte Correia},
  journal={Chemistry},
  year={2016},
  volume={22 32},
  pages={11205-9}
}
S- and P-Stereogenic heterocycles were synthesized by a remarkably simple enantioselective Heck desymmetrization reaction based on the unprecedented noncovalent directing effect of S=O and P=O functionalities. Selected prochiral symmetric substrates were efficiently arylated using the recently disclosed chiral PyraBOx ligand under mild and open-flask reaction conditions. Several five-membered aryl- sulfones, sulfoxides, and phosphine oxides were synthesized in good to excellent yields, in good… CONTINUE READING