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. 2000 Jan 27;2(2):103-5.
doi: 10.1021/ol9911627.

Rearrangement and degradation of cephalosporins and penicillins in the presence of mercury(II) trifluoroacetate

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Rearrangement and degradation of cephalosporins and penicillins in the presence of mercury(II) trifluoroacetate

TE Gunda. Org Lett. .

Abstract

[reaction: see text] Cephalosporins and penicillins rearrange under the influence of mercury(II) trifluoroacetate in methanol to non-beta-lactam products. The mechanisms of the rearrangements are different in the two cases. Whereas the open-chain aminoacrylic acid derivative 4 is produced from cephalosporins, the oxazole 7 and the propionamide 6 derivatives are the products from penicillins.

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