In this work, molecular C6-functionalised flavins were designed and applied in a biomimetic halogenation strategy for oxidation prone substrates. A C2-symmetric bis 2-aminobenzothiazol flavin proved to be superior in the bromination of eight phenolic substrates, where riboflavin tetraacetate showed significant decomposition of both, flavin and substrate. Additionally, a sequential Saegusa-Ito oxidation-epoxidation transformation strategy for the direct conversion of twelve silyl enol ethers into α,β-epoxyketones using molecular flavins was developed.
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In this work, molecular C6-functionalised flavins were designed and applied in a biomimetic halogenation strategy for oxidation prone substrates. A C2-symmetric bis 2-aminobenzothiazol flavin proved to be superior in the bromination of eight phenolic substrates, where riboflavin tetraacetate showed significant decomposition of both, flavin and substrate. Additionally, a sequential Saegusa-Ito oxidation-epoxidation transformation strategy for the direct conversion of twelve silyl enol ethers into...
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