Our last paper at 'The Journal of the American Chemical Society' is available as Article ASAP

03/03/2021

We are very happy to share here that our research article at J. Am. Chem. Soc., entitled "Kinetic Resolution of Allyltriflamides through a Pd-Catalyzed C–H Functionalization with Allenes: Asymmetric Assembly of Tetrahydropyridines" and authored by J. M. González, B. Cendón, J. L. Mascarenas and M. Gulías, has been accepted and it's already available through the journal website.


Abstract: Enantioenriched, six-membered azacycles are essential structural motifs in many products of pharmaceutical or agrochemical interest. Here we report a simple and practical method for enantioselective assembly of tetrahydropyridines, which is paired to a kinetic resolution of α-branched allyltriflamides. The reaction consists of a formal (4+2) cycloaddition between the allylamine derivatives and allenes and is initiated by a palladium(II)-catalyzed C–H activation process. Both the chiral allylamide precursors and the tetrahydropyridine adducts were successfully obtained in high yields, with excellent enantioselectivity (up to 99% ee) and selectivity values of up to 127.






External link: https://pubs.acs.org/doi/10.1021/jacs.1c01929