Access to racemic and enantioenriched 3-methyl-4-CHROMANONE (cas 1341-36-2)s: catalysed asymmetric protonation of corresponding enolic species as the key step

Add time:09/07/2019    Source:sciencedirect.com

Brønsted acids induced the intramolecular cyclisation of 3-aryloxypropanoic esters affording 3-methyl-4-chromanones, which have been transformed into the corresponding racemic benzyl β-oxoesters. These latter esters, in the presence of hydrogen and catalytic amounts of both palladium and (endo, endo) aminoborneol, led to optically active chromanones with up to 75% ee through a deprotection–decarboxylation–protonation cascade reaction.

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