ENZYMATIC RACEMIC-RESOLUTION OF A FLUORINATED SUBSTRATE AND SYNTHESESOF E-ALKENES AND Z-ALKENES AS PRECURSORS FOR SOME BIOLOGICALLY-ACTIVEFLUOROHEXOSES

A fluorinated substrate 6 was prepared and then the enantiomers (6a an d 7a) were separated by an enzyme in presence of an acetylating agent. The optical purity of 6a and 7a were determined by derivatising them into their MTPA-esters and then by taking their F-19 NMR spectra. It w as observed that, PL 266 (enzyme), benzene (solvent), 24 h (time), 40 degrees C (temp.) and vinyl acetate (acetylating agent) were the ideal conditions for racemic resolution. The optical purity was further imp roved by changing the solvent (hexane), amount of enzyme (PL 266; 3000 units), reaction time (12 h) and amount of acetylating agent (vinyl a cetate; two molar). The optically pure species was used for the prepar ation of E and Z alkenes.