β-Elimination as a general process in penicillin chemistry. The stereochemistry and mechanism of Raney nickel desulphurisation of penicillin G and penicillin V
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 13,p. 833-835
- https://doi.org/10.1039/c29700000833
Abstract
The conversions of penicillin G and penicillin V into their dethio-derivatives with deuteriated Raney nickel proceed with retention of configuration at C-5 and with extensive incorporation of deuterium on the gem-dimethyl groups: a β-elimination mechanism is suggested to explain these results and the generality of β-elimination in penicillin chemistry is noted.Keywords
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