Functionalisation of unsaturated amides: synthesis of chiral α- or β-hydroxy acids
Abstract
Mercury cyclisation of hemiamidals containing a stereogenic centre affords diastereoisomeric mixtures of tetrahydro-1,3-oxazin-4-ones or oxazolidin-4-ones, which are easily separated by silica gel chromatography and hydrolysed to give chiral α- and β-hydroxy acids.
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