Enzymatic Synthesis of Optically Active (S)-(+)-2-Hydroxymethyl-3,4-dihydro-2H-pyran and (S)-(+)-2-Acetoxymethyl-3,4-dihydro-2H-pyran

Article abstract of DOI:10.1016/0957-4166(94)00361-E

Porcine pancreas lipase(PPL)-catalyzed acetylation of (+/-)-2-hydroxymethyl-3,4-dihydro-2H-pyran with vinyl acetate in organic solvent afforded (S)-(+)-2-acetoxymethyl-3,4-dihydro-2H-pyran.Alternatively, (+/-)-2-acetoxymethyl-3,4-dihydro-2H-pyran was resolved via hydrolysis catalyzed by PPL in acetone-phosphate buffer system to afford (S)-(+)-2-hydroxymethyl-3,4-dihydro-2H-pyran with high enantiomeric purity.