Regio- and stereoselective Baeyer–Villiger oxidation on (R)-(+)-camphor adducts

New chiral lactones were prepared regio- and stereoselectively from (R)-(+)-camphor adducts in 72% yield via Baeyer–Villiger oxidation with sodium perborate in acetic acid.

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4-(1-Hydroxy-2-methylpropyl)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-oneC14H27O3[α]D = +53.5 (c 2.2, EtOH)

4-(1-Hydroxydecyl)-1,8,8-trimethyl-3-oxabicyclo[3.2.1] octan-2-oneC20H39O3[α]D = +17.5 (c 1.9, EtOH)