Enantioconvergent synthesis of (–)-3-methyl-3-phenylcyclopentanone
Abstract
(+)-3-Methyl-3-phenylhexanedioic acid, prepared through homologation of (–)-2-methyl-2-phenyl-butanedioic acid, has been cyclized to furnish (–)-3-methyl-3-phenylcyclopentanone. Chiral inversion of (+)-3-methyl-3-phenylcyclopentanone synthesized from (+)-2-methyl-2-phenyl-butanedioic acid has been effected through regiospecific 1,2-ketone transposition.