Synthetic Approaches to C-1 Derivatives of Pancratistatin

Abstract

The contents of this thesis describe a synthetic approach towards C-1 derivatives of pancratistatin, utilizing a previously published pathway to access a late-stage cis-diol. The key steps of the approach include enzymatic dihydroxylation to provide the C-ring backbone, Myers’ transposition to convert an allylic alcohol into an olefin, and nucleophilic substitution of a tosylate to insert carbon-based nucleophiles at C-1. Experimental and spectral data are provided for the novel compounds.