Enantiopure hydroxylactones from L-ascorbic and D-isoascorbic acids. Part II. Synthesis of (-)-(5R,6S)-6-acetoxy-5-hexadecanolide and its diastereomers

Article abstract of DOI:10.1016/0040-4020(94)01033-V

Strategies to enantiopure 6-hydroxy-δ-valerolactones, through bis-epoxide formal equivalents issued from L-ascorbic and D-isoascorbic acids, are studied. The approaches notably involve Mitsunobu reaction on diols or triols and opening of the resulting epoxides.