Part I. Studies directed towards the asymmetric synthesis of amipurimycin. A stereocontrolled approach to the antifungal antibiotic, amipurimycin, is described. Stereodivergent synthesis of erythro- and threo-6-amino-6-deoxyheptoulose derivatives via an optically active oxazolidine aldehyde has been optimized. Also, the stereo- and regiocontrolled synthesis of pyranosyl 2-aminopurine nucleosides is described. Coupling of bissilylated ;Various nucleosidation protocols were applied to the carbohydrate portion of amipurimycin, but the resulting nucleosides did not correlate with an authentic sample.;Part II. The development of novel peptide-based nucleic and surrogates. Peptide-based nucleic acid surrogates incorporating Ser(CH... |