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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 10, Number 4
BKCSDE 10(4)
April 20, 1989 

Novel Synthesis of C-3 Vinylic Cephem Systems
Kwang-Youn Ko*, Hongbum Kim, Jong-Hoon Oh, Moon-Hwan Kim, Wan Joo Kim
The 3-formyl-2-cephem 4, available from 7-aminocephalosporanic acid has been converted to C-3 vinylic cephems. The reactions involved are the Grignard addition to 4, the conversion of the resulting alcohols to mesylates, and the elimination of the mesyl group by LiCl. When ethylmagnesium iodide is used, only 3-[(E)-1-propenyl] cephem is obtained, which is not easily available by conventional Wittig reaction.
366 - 368
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