The stereochemistry of the incorporation of the methyl groups of ‘chiral methyl valine’ into methylene groups in cephalosporin C
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 13,p. 723-724
- https://doi.org/10.1039/c39830000723
Abstract
Analysis by tritium n.m.r. has indicated that the incorporation or the pro-S methyl group of ‘chiral methyl valine’[as (1)] into the C-3′ exocyclic methylene group of cephalosporin C (5) in Cephalosporium acremonium occurs with at least 70% stereospecificity overall; in contrast, the tritium n.m.r. spectra obtained after the incorporation of pro-R methyl groups of opposite configuration into the C-2 methylene group of cephalosporin C were virtually identical, indicating that at some stage there is a common stereochemically identical intermediate.Keywords
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