General approach to glycosidase inhibitors. Enantioselective synthesis of deoxymannojirimycin and swainsonine.

@article{Martn2005GeneralAT,
  title={General approach to glycosidase inhibitors. Enantioselective synthesis of deoxymannojirimycin and swainsonine.},
  author={R{\'u}ben Mart{\'i}n and Caterina Murruzzu and Miquel {\`A} Peric{\`a}s and Antoni Riera},
  journal={The Journal of organic chemistry},
  year={2005},
  volume={70 6},
  pages={
          2325-8
        }
}
[reaction: see text] Deoxymannojirimycin (2) and swainsonine (4) have been synthesized from each enantiomer of the same bicyclic carbamate precursor 7. The key intermediate was prepared by a simple and efficient three-step synthesis involving RCM of the diene 8, which in turn is easily accessible in any configuration from enantiomerically enriched 2,3-epoxy-4-penten-1-ol 9. 
BETA