tbme the organic solution was washed with h 2 o aq nahco 3 solution and was dried over mgso 4 removal of solvents followed by column chromatography silica gel 15 etoac heptane gave 16 1 g of z oxime 8 and 10 1 g of e oxime 8 100 combined yield as a colorless oil with an enantiomeric ratio greater than 97 3 z isomer 1 h nmr 400 mhz cdcl 3 u03b4 0 01 s 6h 0 89 s 9h 1 45 s 9h 1 78 m 1h 2 18 m 1h 2 56 s 3h 3 29 m 1h 3 55 m 1h 3 77 m 1h 3 96 m 1h 4 27 m 1h 7 06 m 1h 7 35 m 2h 8 34 br 1h e isomer 1 h nmr 400 mhz cdcl 3 u03b4 0 00 s 6h 0 84 s 9h 1 40 s 9h 2 08 2 35 m 2h 2 56 s 3h 3 55 m 2h 3 78 4 15 m 2h 4 58 m 1h 7 16 m 1h 7 35 m 2h 8 45 br 1h oxime 8 is a useful intermediate that can be used to prepare optically active compounds of formula i via the procedures set forth in steps 4 and 5 above to.