(+)-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.
M. M. Gharpure and A. S. Rao, J. Chem. Soc., Perkin Trans. 1, 1990, 2759 DOI: 10.1039/P19900002759
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