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39resolved, it was apparent that there were two diastereomers in the mixture. Anintegration of the two diastereomeric peaks from the isothermal 115° C GC run(Figure 29) provides a way to calculate the ratio of diastereomers. The ratio ofdiastereomers was calculated to be 63:36, according to these GC conditions. Asimilar integration of the two diastereomeric peaks from the isothermal 105° C GCrun revealed a diastereomeric ratio of 59:41. From these results it is shown thatthe acetate analog of the epoxide can be separated by using an EC-WAX GCcolumn using isothermal temperature runs, but that the pivalate epoxide wouldprove to be more difficult to characterize.Figure 30. Integration of GC/MS peak corresponding to (3S,6RS)-6,7-Epoxycitronellylacetate isothermal 115 °CFigure 31. Integration of GC/MS peak corresponding to (3S,6RS)-6,7-epoxycitronellylacetate isothermal 105 °CAsymmetric Synthesis of (3S,6S)-6,7-EpoxycitronellylPivalateSynthesis of this compound would show whether or not this was a viablesynthetic route for the California Red Scale pheromone. The reaction wascomplete after one day and monitored by the disappearance of the GC-MS peak