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Addition of silylated nucleophiles to α-oxoketenes

Abstract : A general evaluation of silylated nucleophiles to intercept transient α-oxoketenes generated by microwave-assisted Wolff rearrangement of 2-diazo-1,3-dicarbonyl compounds is presented. Original scaffolds and synthetic intermediates are accessed in a rapid, efficient and easy-to-handle way. Mechanistic studies by DFT calculations and some post-functionalizations are discussed.
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Yohan Dudognon, Marc Presset, Jean Rodriguez, Yoann Coquerel, Xavier Bugaut, et al.. Addition of silylated nucleophiles to α-oxoketenes. Chemical Communications, Royal Society of Chemistry, 2016, 52 (14), pp.3010-3013. ⟨10.1039/C5CC10217K⟩. ⟨hal-01323402⟩

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