A new methodology for the synthesis of polyhydroxylated pyrrolidines using epoxysulfones is described. The synthesis of two natural glycosidase inhibitors, 1,4-dideoxy-1,4-imino-d-lyxitol and 1,4-dideoxy-1,4-imino-d-mannitol (DIM), is reported.
epoxysulfones - iminosugars - 1,4-dideoxy-1,4-imino-d-lyxitol - 1,4-dideoxy-1,4-imino-d-mannitol