Multi-component assembly of the bicyclic core associated with the tRNA synthetase inhibitors SB-203207 and SB-203208. Application to the synthesis of biologically active analogues.

@article{Banwell2001MulticomponentAO,
  title={Multi-component assembly of the bicyclic core associated with the tRNA synthetase inhibitors SB-203207 and SB-203208. Application to the synthesis of biologically active analogues.},
  author={M. Banwell and C. Crasto and C. Easton and T. Karoli and Darren R. March and M. Nairn and P. O'hanlon and M. Oldham and A. Willis and W. Yue},
  journal={Chemical communications},
  year={2001},
  volume={21},
  pages={
          2210-1
        }
}
The ketone (+/-)-5, which embodies the bicyclic core associated with the title tRNA synthetase inhibitors 1 and 2, has been prepared via a three-component coupling reaction involving 2-(hydroxymethyl)cyclopent-2-enone (15), methylamine (6) and propiolamide (10); straightforward elaboration of the readily derived acetates (-)-21 and (+)-21 has provided the biologically active analogues 23 and 24, respectively, of the title compounds. 
7 Citations
Synthesis and activity of analogues of the isoleucyl tRNA synthetase inhibitor SB-203207.
Enantioselective synthesis of SB-203207.