Progress Towards the Total Synthesis of Nogalamycin using a Benzyne Cycloaddition Strategy

16 November 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Nogalamycin (NOG) is a member of the anthracycline glycoside natural products; no total syntheses have yet been reported and there is minimal understanding of how the aglycone substitution pattern and the identities of the A- and D-ring sugar impact anticancer activity and toxicity. This paper reports progress towards a modular approach to NOG that could enable systematic structure-activity relationship studies. Key steps include a regioselective benzyne cycloaddition and a reductive ring-opening to assemble a versatile AB core for analogue synthesis.

Keywords

nogalamycin
natural product
benzyne

Supplementary materials

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Supplementary experimental and characterization
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NMR Spectra
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Proton and carbon NMR spectra are provided for all new isolable compounds.
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