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This research demonstrates the production of cyclic microsclerodermin derivatives through Sakurai allylations and photochemical Wolff rearrangements.
Starting from l ‐xylose and d ‐arabinose, six different cyclic microscleroderma derivatives were successfully obtained. Key steps of the syntheses are, on the one hand, Sakurai allylations, whose stereochemical course depends on the Lewis acid used, and on the other hand, photochemical Wolff rearrangements in the presence of complex aminofuranosides. Finally, aromatic side chains were introduced via cross metathesis.
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Bauer et al. (2025) studied this question.
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