journals/orlef7/9/i04/figures/ol062887vn00002.gif" ALIGN="left" HSPACE=5> |
A novel promising strategy for the transformation of nitrosugars into branched pyrrolidines, based on double Henry reaction with formaldehydefollowed by reductive ring closure, allowed the first enantiospecific synthesis of a 4-
C-hydroxymethyl branched derivative of the well-knownglycosidase inhibitor 1,4-dideoxy-1,4-imino-pentanol. This strategy also afforded a new route to some other interesting derivatives, such as
N-hydroxy,
N-propyloxy, and imino derivatives, a new kind of compounds with promising biological properties.