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Synthetic studies towards the penicisulfuranols: Synthesis of an advanced spirocyclic diketopiperazine intermediate
Authors:Kevin M Gayler  Kyle M Lambert  John L Wood
Institution:Department of Chemistry and Biochemistry, Baylor University, Waco, TX, 76798, USA
Abstract:The 2,5-diketopiperazine (DKP) moiety is a core feature of many natural products and medicinally relevant scaffolds. As part of our efforts directed towards a total synthesis of penicisulfuranol B, we have developed and report herein: (1) the preparation of an N-hydroxy diketopiperazine intermediate accessible via a molybdenum-mediated oxidation of a parent diketopiperazine, and (2) further synthetic studies leading to a novel spirocyclic dihydrobenzofuran-containing diketopiperazine.
Keywords:Corresponding author    Penicisulfuranols  Diketopiperazine  Spirocycle  Hydroxamic acid  Oxidation
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