Development of new stereodiverse diaminocyclitols as inhibitors of influenza virus neuraminidase

Article abstract of DOI:10.1021/ol902438f

"Chemical Equation Presented" A concise and modular approach to synthesize a new type of cyclopentene-based diaminocyclitol library from D-serine and L-serine has been developed, and key steps in this synthesis are an aza-Claisen rearrangement, a ring-closing metathesis, and a Baylis-Hillman reaction. The developed chemistry may offer a unique way to investigate the neuraminidase (NA) mutation by systematically mapping the changes within its binding sites.