Iminosugars represent the most promising class of sugar analogs and several compounds are now commercialized as medicines. The main challenge associated with this family of compounds is the development of robust and general routes allowing introduction of structural diversity at a late stage to accelerate the discovery of biologically relevant molecules. Our group has developed a new family of seven-membered iminosugars [1,2] that proved to be interesting starting compounds to access complex six-membered iminosugars [3] by ring isomerisation. This strategy has been recently extended to other sugars and the last results obtained will be presented.
[1] Org. Biomol. Chem. 2004, 2, 1492-1499.
[2] J. Am. Chem. Soc. 2009, 131, 5390-5392
[3] Org. Lett. 2012, 14, 870-873