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Novel α-carbonyl δ-spirolactone is formed through epoxidation and rearrangement of Cashmeran, suggesting new synthetic pathways.
We report the epoxidation of Cashmeran followed by a domino Baeyer‐Villiger oxidation and a previously unrecognized acid‐catalyzed rearrangement, furnishing a novel α‐carbonyl δ‐spirolactone. Nuclear Magnetic Resonance (NMR) spectroscopic studies and single crystal X‐ray diffraction analysis confirmed the formation of the δ‐spirolactone. Furthermore, the proposed reaction mechanism was investigated by computational methods supporting a stereoselective transannular transesterification as key step in the formation of the novel δ‐spirolactone.
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Kell et al. (2026) studied this question.
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