Collect. Czech. Chem. Commun.
1992, 57, 357-361
https://doi.org/10.1135/cccc19920357
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
Abstract
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 3.1.1.3) 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.
