Metal-catalysed asymmetric allylic alkylations are now well established in natural product synthesis. When applied to butenolides, this reaction has always produced the C3-allylated products rather than the C5-allylated analogues. A method is introduced that provides a switch in regioselectivity and enables straightforward access to butenolide-containing natural products with complete stereocontrol.
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References
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This is a summary of: Richard, F. et al. Enantioselective synthesis of γ-butenolides through Pd-catalysed C5-selective allylation of siloxyfurans. Nat. Synth. https://doi.org/10.1038/s44160-022-00109-1 (2022).
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Untapped C5-selectivity in the asymmetric Pd-catalysed allylic alkylation of siloxyfurans. Nat. Synth 1, 588–589 (2022). https://doi.org/10.1038/s44160-022-00111-7
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DOI: https://doi.org/10.1038/s44160-022-00111-7
