221179-27-7Relevant academic research and scientific papers
A stereoselective, catalytic strategy for the in-flow synthesis of advanced precursors of rasagiline and tamsulosin
Brenna, Davide,Pirola, Margherita,Raimondi, Laura,Burke, Anthony J.,Benaglia, Maurizio
, p. 6242 - 6247 (2017)
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 synthesis of rasagiline and tamsulosin was successfully accomplished in micro(meso) flow reactors, under continuous flow conditions. The results of these explorative studies represent a new, important step towards the development of automated processes for the preparation of enantiopure biologically active compounds.
Stereo- and regioselectivity in asymmetric synthesis of α-amino substituted benzocyclic compounds
Gutman, Arie L.,Etinger, Marina,Nisnevich, Gennady,Polyak, Felix
, p. 4369 - 4379 (2007/10/03)
The enantiomerically pure chiral benzocyclic amines 6-8 were obtained by asymmetric transamination of the corresponding prochiral ketones 9a-c. The method involves: (a) formation of chiral imines 10a-c from the prochiral ketones 9a-c and the inexpensive c
