The C-aryl glycosides, naturally occurring secondary metabolites, are known as DNA-intercalators and exhibit remarkable antitumor and antibiotic activity. In efforts to optimize for biological activity, we are engaged in the synthesis of aza-sugar derived substituents attached to an aromatic core. Current methods being investigated are through an Indium mediated allylation, a Mitsunobu reaction, and a ring closing metathesis followed by an asymmetric dihydroxylation.

Synthesis of aryl aza-sugar compounds: Mimics of DNA-intercalating agents

245th National Meeting (2013)

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