Process and intermediates for chiral epoxides
AssigneeEli Lilly and Company
InventorLeland O. Weigel
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Abstract
Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.
Claims5
A method for preparing a compound of the formula ##STR5## which method comprises reacting a .gamma.-lactone of the formula ##STR6## under substantially anhydrous conditions with at least one equivalent of an alkoxide of the formula RO.sup.- in the presence of an alcohol of the formula ROH wherein R is the hydrocarbon residue of a C.sub.1 -C.sub.8 alcohol and R.sup.1 is C.sub.1 -C.sub.6 alkyl, trifluoromethyl, benzyl, phenyl, tolyl or trimethylphenyl.
Dependencies are inferred from the claim text.