Synthetic studies towards the penicisulfuranols: Synthesis of an advanced spirocyclic diketopiperazine intermediate
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Kevin M Gayler1, Kyle M Lambert1, John L Wood1
1Department 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.
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