Polyhydroxylated Pyrrolidines: Synthesis of Trideoxy-2,5-iminohexitols [1]

Abstract

A series of naturally occurring pyrrolidine alkaloids and analogues, with the general structure of trideoxy-2,5-iminohexitols (imino- or azasugars), have been enantiosynthesized using triorthogonally protected pyrrolidines, previously prepared from commercial d-fructose, as homochiral starting materials. The inhibitory activity of some of the described compounds against glycosidases and glycosyltransferases makes them potential therapeutic agents.

natural products - alkaloids - carbohydrates - azasugars - stereoselective synthesis

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