A highly diastereoselective synthesis ofanti-a-allyl-b-fluoroamineshas been developed involving enantioselectivea-fluorination ofaldehydes followed by a diastereoselective Petasis allyl borono-Mannich reaction. The products are obtained generally in goodoverall yields for the two steps and with drs of 97 : 3-99 : 1 and eesof 86-92%. Selected products were converted to 3-, 5- and6-membered ring heterocycles, the latter two types incorporatingan exo-cyclic fluorine.
Publication Details Citation
Chevis, P., Wangngae, S., Thaima, T., Carroll, A., Willis, A. C., Pattarawarapan, M., & Pyne, S. G. (2019). Highly diastereoselective synthesis of enantioenriched anti-α-allyl-β-fluoroamines. Faculty of Science, Medicine and Health - Papers: Part B. https://doi.org/10.1039/c9cc02765c. Retrieved from https://ro.uow.edu.au/smhpapers1/715