Collect. Czech. Chem. Commun. 1992, 57, 357-361

Resolution of a Racemic Corey Lactone via Enantioselective Esterification

Ivan Veselýa, Jaroslav Palečekb and Ivan Stiborb

a Research and Development Division, Chemical Works Spolana, 277 11 Neratovice
b Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


The (-)-enantiomer of Corey lactone Ia has been separated from its (+)-enantiomer Ib via enantioselective esterification of the latter using glycerol tributyrate and catalytic amount of lipase from Candida cylindracea (EC in an aprotic solvent at 20 to 40 °C during 5 to 48 h. The Ic obtained has been separated from Ia by column chromatography and converted back to Ib by acid catalyzed transesterification with methanol.