Base-catalysed acyloin rearrangements: the first synthesis of 4-arylflavan-3-ones via chalcone epoxides
Abstract
3,3-Diaryl-2-hydroxypropiophenones are amenable to base-catalysed α-ketol rearrangements yielding isomeric 1-hydroxypropan-2-ones. These structural isomers exhibit marked differences in oxidation potential and serve as useful synthetic intermediates for novel 4-arylflavan-3-ones.