Abstract
Epoxides (6) and (7), topologically related to the carbapenem antibiotics, were designed as potential alkylating inhibitors of the bacterial D,D-peptidases. The olefinic precursors (8-9) were readily prepared, in three steps, by coupling the Wittig reagent (13) with the aldehyde synthons (10) or (11) resulting from diastereoselective aldol condensations. Epoxide (7) showed a weak anti-beta-lactamase activity.
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