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New rearrangement of penicillin sulfoxide

✍ Scribed by Chou, T. S.; Spitzer, W. A.; Dorman, D. E.; Kukolja, S.; Wright, I. G.; Jones, N. D.; Chaney, M. O.

Book ID: 127273218
Publisher: American Chemical Society
Year: 1978
Tongue: English
Weight: 386 KB
Volume: 43
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo00414a009

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The acid catalyzed ring expansion (1) of penicillin sulfoxide esters, 1, to deacetoxy cephalosporins, 2, has assumed added importance due to the demonstrated oral effectiveness of the broad-spectrum antibiotic, cephalexin (2). We now wish to report additional studies that further aid in elucidating