A. Hassner et al., UTILIZATION OF L-SERINE IN AN OXIME OLEFIN CYCLOADDITION ROUTE TO A FUNCTIONALIZED ASYMMETRIC PYRROLIDINE, A SELECTIVE ALPHA-GLUCOSIDASE INHIBITOR, Tetrahedron letters, 35(15), 1994, pp. 2397-2400
A new route for asymmetric aza-sugar analogs starting with L-serine an
d utilizing an intramolecular oxime olefin cycloaddition has been succ
essfully developed. A member of this family of branched chain sugar am
ino di(hydroxymethyl) pyrrolidines (1 and 2) exhibits selective inhibi
tion of alpha-glucosidase, while no inhibition of beta-glucosidase was
detected.