Synthesis of Optically Active δ-Dodecalactone via Chiral Resolution Using CPF

( R)-6-Heptyltetrahydropyran-2-one and its S-enantiomer were synthesized via chiral resolution of (±)-1-undecen-4-ol by ( R)-3a-allyl-3,3a,4,5-tetrahydro-2 H-cyclopenta[ B]furan (CPF). The R-enantiomer has sophisticated strong, fruity flavor, while the -flavor of the S-enantiomer is soft and sweet, similar to apricot.