Asymmetric epoxidation of methyl gibberellate by the modified Sharpless reagent in the various temperature is described. Compound S and 9 can be used as the key intermediates for synthesis of the polyhydroxygibberellins.An efficient method for the asymmetric epoxidation 1 of allylic alcohols by using the Sharpless reagent is extremely useful in the synthesis of chiral natural products . In a previous work we have reported that the addition of a catalytic amount of calcium hydride and silica gel to the Sharpless reagent could greatly 3 reduce the reaction time . In the epoxidation of methyl gibberellate(l) by using the ordinary Sharpless reagent, the starting material could not be completely consumed after even 30 days while the reaction could be accomplished within 30 hours in a yield of 80% by modified reagent . In continuation of extending the scope of the modified Sharpless reagent, we had chosen methyl gibberellate(l) and related compounds as starting materials for epoxidation at various temperatures.
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