A stereoselective, catalytic strategy for the in-flow synthesis of advanced precursors of rasagiline and tamsulosin.

@article{Brenna2017ASC,
  title={A stereoselective, catalytic strategy for the in-flow synthesis of advanced precursors of rasagiline and tamsulosin.},
  author={Davide Brenna and Margherita Pirola and Laura Raimondi and Anthony J Burke and Maurizio Benaglia},
  journal={Bioorganic & medicinal chemistry},
  year={2017},
  volume={25 23},
  pages={6242-6247}
}
The diastereoselective, trichlorosilane-mediate reduction of imines, bearing different and removable chiral auxiliaries, in combination either with achiral bases or catalytic amounts of chiral Lewis bases, was investigated to afford immediate precursors of chiral APIs (Active Pharmaceutical Ingredients). The carbon-nitrogen double bond reduction was successfully performed in batch and in flow mode, in high yields and almost complete stereocontrol. By this metal-free approach, the formal… CONTINUE READING